Category: 32780-06-6

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Comparative study of the anti-human cytomegalovirus activities and toxicities of a tetrahydrofuran phosphonate analog of guanosine and cidofovir, the main research direction is cytomegalovirus antiviral THF phosphonate guanosine cidofovir; nephrotoxicity antiviral THF phosphonate guanosine analog.Formula: C5H8O3.

Cidofovir is the first nucleoside monophosphate analog currently being used for the treatment of human cytomegalovirus (HCMV) retinitis in individuals with AIDS. Unfortunately, the period of therapy with the use of this compound may be limited due to the possible emergence of serious irreversible nephrotoxic effects. New drugs with improved toxicity profiles are needed. The goal of this study was to investigate the anticytomegaloviral properties and drug-induced toxicity of a novel phosphonate analog, namely, (-)-2-(R)-dihydroxyphosphinoyl-5-(S)-(guanin-9′-yl-methyl) THF (compound 1), in comparison with those of cidofovir. The inhibitory activities of both compounds on HCMV propagation in vitro were similar against the AD 169 and Towne strains, with 50% inhibitory concentrations ranging from 0.02 to 0.17 μg/mL for cidofovir and <0.05 to 0.09 μg/mL for compound 1. A clin. HCMV isolate that was resistant to ganciclovir and that had a known mutation within the UL54 DNA polymerase gene and a cidofovir-resistant laboratory strain derived from strain AD 169 remained sensitive to compound 1, whereas their susceptibilities to ganciclovir and cidofovir were reduced by 33- and 10-fold, resp. Both compound 1 and cidofovir exhibited equal potencies in an exptl. induced murine cytomegalovirus (MCMV) infection in mice, with a prevention or prolongation of mean day to death at dosages of 1.0, 3.2, and 10.0 mg/kg of body weight/day. In cytotoxicity experiments, compound 1 was found to be generally more toxic than cidofovir in cell lines Hs68, HFF, and 3T3-L1 (which are permissive for HCMV or MCMV replication) but less toxic than cidofovir in MRC-5 cells (which are permissive for HCMV replication). Drug-induced toxic side effects were noticed for both compounds in rats and guinea pigs in a 5-day repeated-dose study. In guinea pigs, a greater weight loss was noticed with cidofovir than with compound 1 at dosages of 3.0 and 10.0 mg/kg/day. An opposite effect was detected in rats, which were treated with the compounds at relatively high dosages (up to 100 mg/kg/day). Compound 1 and cidofovir were nephrotoxic in both rats and guinea pigs, with the epithelium lining the proximal convoluted tubules in the renal cortex being the primary target site. The incidence and the severity of the lesions were found to be dose dependent. The lesions observed were characterized by cytoplasm degeneration and nuclear modifications such as karyomegaly, the presence of pseudoinclusions, apoptosis, and degenerative changes. In the guinea pig model, a greater incidence and severity of lesions were observed for cidofovir than for compound 1 (P < 0.001) with a drug regimen of 10 mg/kg/day. This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Formula: C5H8O3 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Circular dichroic studies on marmelo lactones and the related γ-lactones with unsaturation at the C-5 position.Safety of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

The intense CD bands of marmelo lactones and the related γ-lactones with unsaturation at the C-5 position were studied in terms of the possible interactions between the n → π* transition of the carbonyl and the π → π* transition of the double bond at C-5, together with the preferred conformations about the C4-C5 axis. The C4-C5 axis of marmelo lactones takes a preferred conformation which is characteristic for the acyclic allylic alcs. and seems to be an important factor for the (4S)-γ-lactones with a double bond at the C-5 position to give a neg. coupling between the 2-chromophores.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Safety of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Recommanded Product: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Chirality transfer in an Ireland-Claisen rearrangement: a new approach toward the Iboga alkaloids. Author is Hoeck, Stefan; Koch, Florian; Borschberg, Hans-Juerg.

The synthesis of the isoquinuclidine core of the Iboga alkaloid family is described. This building block contains the entire stereochem. information of the targeted natural products. Starting with (S)-4-(hydroxymethyl)-4-butanolide, a derivative available in two steps from l-glutamate, (S)-4-benzyloxy-5,5-dimethoxypentanoic acid was obtained in four steps. Mitsunobu esterification with (S)-but-3-en-2-ol furnished the inverted ester I, which was then subjected to an Ireland-Claisen rearrangement. This crucial step took place with a very satisfactory chirality transfer from the alc. component to the new carbon backbone of the product II. After transformation of the resulting silyl ester function into a hydroxylamino group, the di-Me acetal moiety was hydrolyzed with 3 M sulfuric acid at 47 °C. Under these conditions, the resulting cyclic nitrone could not be isolated, because it underwent a rapid intramol. nitrone-olefin [3+2]-cycloaddition reaction to furnish the expected tricyclic isoxazolidine derivative III in 67% yield. After chromatog. purification, this product was obtained enantiomerically pure and with a chem. purity of 96%. The targeted isoquinuclidine building block III was thus obtained from (S)-4-(hydroxymethyl)-4-butanolide in 13 steps with an overall yield of 9.2%, which amounts to an average yield of 83.3% per step.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Recommanded Product: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about The conversion of racemic terminal epoxides into either (+)- or (-)-diol γ- and δ-lactones.

Epoxidation of Et 4-pentenoate and kinetic resolution of the epoxide with (R,R)-(salen)Co(OAc) complex catalyst gave Et (R)-(+)-4,5-epoxypentanoate and (S)-(+)-γ-hydroxymethyl-γ-butyrolactone in high ees. ET 5-hexenoate similarly gave Et (R)-(+)-5,6-epoxyhexanoate, (S)-(-)-5,6-dihydroxyhexanoate, and (S)-(+)-δ-hydroxymethyl-δ-valerolactone. (S)-(-)-4,5-epoxypentanoate and (R)-(-)-γ-hydroxymethyl-γ-butyrolactone were obtained by using the (S,S)-(salen)Co(OAc) complex.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Recommanded Product: 32780-06-6. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Eldanolide, the wing gland pheromone of the sugarcane borer Eldana saccharina (Wlk.): structure and synthesis of its two enantiomers. Author is Vigneron, J. P.; Meric, R.; Larcheveque, M.; Debal, A.; Lallemand, J. Y.; Kunesch, G.; Zagatti, P.; Gallois, M..

The isolation and structure determination of eldanolide (I), the wing gland pheromone of the male African sugar cane borer is described. The absolute configuration was determined as (3S,4R) by comparison of the CD spectra of the natural pheromone with both synthetic enantiomers.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Recommanded Product: 32780-06-6 was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 32780-06-6, is researched, SMILESS is O=C1O[C@H](CO)CC1, Molecular C5H8O3Journal, Article, Carbohydrate Research called Geminal alkylation in carbohydrate chemistry. Conversion of L-glutamic acid into gem-di-C-methyl carbohydrate derivatives, and synthesis of 6-chloro-9-(5,5-dimethylfuran-2-yl)purine, Author is Szarek, Walter A.; Yvas, Dolatrai M.; Chen, Lu-Yu, the main research direction is alkylation glutamic acid; furanol alkyl; nucleoside analog furanylpurine; purine furanyl nucleoside analog.Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

Deamination-esterification of L-glutamic acid followed by reduction, benzylation, treatment with MeMgI, and hydrogenolysis over Pd/C gave the key intermediate I. Oxidation of I with NaIO4 gave the gem-di-C-methyl II. Reaction of II with 6-chloropurine, (EtO2CN:)2, and Ph2PMe in THF at room temperature gave the nucleoside analog III.

This compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Lundt, Inge; Pedersen, Christian published the article 《Preparation of some 2,3-dideoxylactones by an unusual catalytic hydrogenolysis》. Keywords: hydrogenolysis bromodeoxyaldonolactone palladium; aldonolactone dideoxy.They researched the compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one( cas:32780-06-6 ).Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:32780-06-6) here.

Hydrogenolysis of 2-bromo-2-deoxyaldono-1,4-lactones in EtOH over Pd/C gave good yields of the corresponding 2,3-dideoxylactones with removal of not only the Br atom but also the C-3-OH group. For example, hydrogenolysis of bromoaldonolactone I (R = OH) in EtOH over Pd/C gave 76% dideoxyaldonolactone II (R = OH), which was also analogously obtained from bromolactone III. Similar hydrogenolysis of I (R = Br) gave 71% II (R = Br).

《Preparation of some 2,3-dideoxylactones by an unusual catalytic hydrogenolysis》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

HPLC of Formula: 32780-06-6. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about A concise synthesis of anti-viral agent F-ddA, starting from (S)-dihydro-5-(hydroxymethyl)-2(3H)-furanone. Author is Choudhury, Anusuya; Jin, Fuqiang; Wang, Dengjin; Wang, Zhe; Xu, Guoyou; Nguyen, Dieu; Castoro, John; Pierce, Michael E.; Confalone, Pat N..

Anti-HIV agent β-F-ddA has been synthesized starting from readily available non-sugar, (S)-(+)-Dihydro-5-(hydroxymethyl)-2-(3H)-furanone. A highly syn-stereoselective fluorination of the hydroxy lactone I generates the key intermediate fluorolactone II in a short and concise synthetic sequence. Reduction of II followed by bromination generates the aglycon which is glycosylated to generate F-ddA by amination and deprotection. Steric bulk of the 5-protecting group has minimal effect on the steric course of glycosylation.

《A concise synthesis of anti-viral agent F-ddA, starting from (S)-dihydro-5-(hydroxymethyl)-2(3H)-furanone》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)HPLC of Formula: 32780-06-6.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

HPLC of Formula: 32780-06-6. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Pheromones of Coleoptera. 3. Synthesis of (R)-γ-hexanolide from D-mannitol.

The title compound I was prepared in 7 steps from mannitol by isopropylidenation, oxidation-reduction (NaIO4-NaBH4) to give dioxolane II, tosylation, reaction with CH2(CO2Et)2, lactonization to furanone III, tosylation, and elimination.

Different reactions of this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)HPLC of Formula: 32780-06-6 require different conditions, so the reaction conditions are very important.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called A useful method for the synthesis of β-2′,3′-dideoxynucleosides via a thioglycoside, published in 1992-07-31, which mentions a compound: 32780-06-6, Name is (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, Molecular C5H8O3, Synthetic Route of C5H8O3.

A series of the protected β-2′,3′-dideoxypyrimidine nucleosides is synthesized stereoselectively by the coupling of Ph 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-1-thio-D-glycero-pentofuranoside (I) with silyl derivatives of nucleoside bases in the presence of NBS at -78°. Thus, I was treated with bis(trimethylsilyl)thymine in CH2Cl2 in the presence of 4A mol. sieves and NBS at -78° to give 83% a mixture of β- and α-dideoxynucleosides II and III in the ratio of 3.7:1 resp.

Different reactions of this compound((S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one)Synthetic Route of C5H8O3 require different conditions, so the reaction conditions are very important.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI