Category: 32780-06-6

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, Green Chemistry called Chemo-enzymatic synthesis of key intermediates (S)-γ-hydroxymethyl-α,β-butenolide and (S)-γ-hydroxymethyl-γ-butyrolactone via lipase-mediated Baeyer-Villiger oxidation of levoglucosenone, Author is Flourat, A. L.; Peru, A. A. M.; Teixeira, A. R. S.; Brunissen, F.; Allais, F., the main research direction is lipase Baeyer Villiger oxidation levoglucosenone.Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

Levoglucosenone (LGO), a valuable chiral platform chem. that can be efficiently produced from catalytic fast pyrolysis of cellulose, has been efficiently converted into optically pure (S)-γ-hydroxymethyl-α,β-butenolide (HBO) using a two-step sequence involving a lipase-mediated Baeyer-Villiger oxidation and an acid hydrolysis. In the same fashion, (S)-γ-hydroxymethyl-γ-butyrolactone (2H-HBO) was successfully obtained through a three-step sequence (Baeyer-Villiger, palladium-catalyzed hydrogenation and acid hydrolysis). The use of solid buffers in the lipase-mediated Baeyer-Villiger oxidation has proved beneficial in two ways: not only the reaction time and the enzymic load were both reduced four-fold (from 8 to 2 h and 464 to 113 U mmol-1) to reach conversions ≥83%, but solid buffers also prevented lipase from denaturation, thus preserving its enzymic activity and allowing its use for further oxidation cycles.

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Metal catalyst and ligand design,
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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 Plant growth regulators and Axl and immune checkpoint inhibitors from the edible mushroom Leucopaxillus giganteus, the main research direction is Leucopaxillus lung cancer anticancer plant growth regulator Axl PDL1; Leucopaxillus giganteus ; Axl inhibitor; immune checkpoint inhibitor; plant growth regulator; structure determination.Formula: C5H8O3.

A novel compound, (R)-4-ethoxy-2-hydroxy-4-oxobutanoic acid (), and six known compounds (-) were isolated from the fruiting bodies of the wild edible mushroom Leucopaxillus giganteus. The planar structure of was determined by the interpretation of spectroscopic data anal. The absolute configuration of was determined by comparing sp. rotation of the synthetic compounds In the plant regulatory assay, the isolated compounds (-) and the chem. prepared compounds (-) were evaluated their biol. activity against the lettuce (Lactuca sativa) growth. Compounds and – showed the significant regulatory activity of lettuce growth. showed the strongest inhibition activity among the all the compounds tested. In the lung cancer assay, all the compounds were assessed the mRNA expression of Axl and immune checkpoints (PD-L1, PD-L2) in the human A549 alveolar epithelial cell line by RT-PCR. Compounds – showed significant inhibition activity against Axl and/or immune checkpoint.

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Metal catalyst and ligand design,
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Category: catalyst-ligand. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Circular dichroism (CD) of marmelo lactones and the effect of the unsaturation at C-5 on the Cotton effect of γ-lactone. Author is Nishida, Yoshihiro; Konno, Toshio; Ohrui, Hiroshi; Meguro, Hiroshi.

The CD of the (+)-marmelo lactone A (I) and the (+)-marmelo lactone B (II) had distinct cotton effects at 217 nm (n→π*) and 230∼235 nm (π→π*). The sign of the 217 nm bond is opposite to that of the saturated lactones III (R = CH2OH, CH2CH2CHMe2, CH2I), is independent of the C(2) configuration and the θ are higher than those of saturated lactones which indicate the formation of inherently dissym. chromophores between a lactone CO group and a C(5) double bond. This is substantiated by the CD of III (R = CO2H, CO2Et, cis-CH:CHCMe:CH2, trans-CH:CHCMe:CH2) and is not explicable based on exciton theory. Empirically the Cotton effect sign associated with n→π* transitions for the absolute configuration at C(4) of γ-lactones with a double bond at C(5) is pos. for the (4S) lactone and neg. for the (4R) lactone.

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Metal catalyst and ligand design,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A short and efficient stereoselective synthesis of the potent 5-lipoxygenase inhibitor CMI-977》. Authors are Dixon, Darren J.; Ley, Steven V.; Reynolds, Dominic J.; Chorghade, Mukund S..The article about the compound:(S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-onecas:32780-06-6,SMILESS:O=C1O[C@H](CO)CC1).Electric Literature of C5H8O3. Through the article, more information about this compound (cas:32780-06-6) is conveyed.

A short and efficient synthesis of the potent 5-lipoxygenase inhibitor CMI-977 is described using as the key step a stereoselective anomeric oxygen to carbon rearrangement of an alkynyl stannane tetrahydrofuranyl ether derivative mediated by boron trifluoride etherate.

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

Synthetic Route of C5H8O3. 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 An alternative synthesis of (S)-(+)-γ-hydroxymethyl-γ-butyrolactone from (D)-(+)-mannitol. Author is Takano, Seiichi; Goto, Emiko; Hirama, Michiyasu; Ogasawara, Kunio.

Dioxolane I (R = iodo), obtainable from D-mannitol in 5 steps, was treated with di-Et malonate in DMF in the presence of NaH to give 62.7% I [R = CH(CO2Et)2], which on treatment with equimolar amount of MgCl2 in refluxing AcNMe2 gave 95% title lactone II of excellent optical purity.

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

Okabe, Masami; Sun, Ruen Chu; Tam, Steve Y. K.; Todaro, Louis J.; Coffen, David L. published the article 《Synthesis of the dideoxynucleosides “”ddC”” and “”CNT”” from glutamic acid, ribonolactone, and pyrimidine bases》. Keywords: dideoxycytidine; cytidine dideoxy; deoxycyanothymidine; thymidine deoxycyano; crystal structure cyanohydroxymethyltetrahydrofuranone; mol structure cyanohydroxymethyltetrahydrofuranone.They researched the compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one( cas:32780-06-6 ).Recommanded Product: (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.

2,3-Dideoxyribose in suitably protected form was prepared from L-glutamic acid and coupled with silylated cytosine to give a mixture of the α- and β-anomers of 2′,3′-dideoxycytidine. The anomer ratio depended on the Lewis acid used in the coupling, with EtAlCl2 favoring the β-anomer ddC (I), a potent anti-HIV drug. Conjugate addition of cyanide to a 4-[(silyloxy)methyl]butenolide prepared from D-ribonolactone gave a mixture of (racemic) α- and β-3-cyanobutyrolactones. Both isomers were reduced to lactols and coupled with thymine to give α/β-anomer pairs. The α-cyano lactone, the structure of which was established by x-ray crystallog. of II, afforded an authentic sample of the putative (but in fact inactive) anti-HIV substance known in AIDS research as CNT (III).

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

Synthetic Route of C5H8O3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about SmI2 promoted elimination in 5-O-silyl derivatives of D-ribono-1,4-lactone. Author is Zunszain, Patricia A.; Varela, Oscar.

Regioselective silylation of D-ribono-1,4-lactone with 1.1 molar equivalents of tert-butylchlorodiphenylsilane led to the 5-O-silyl derivative (72% yield). The free HO-2 and HO-3 were acetylated or benzoylated to give the products in almost quant. yield. The SmI2-promoted elimination of the 2,3-acyloxy groups was applied to these products. It was proven that the silyloxy group was stable under the reaction conditions, and the butenolide 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-D-glycero-pent-2-eno-1,4-lactone was obtained in over 50% yield. In order to establish its optical purity, the butenolide was hydrogenated and O-desilylated to the (S)-4-hydroxymethyl-1,4-butyrolactone. Alternatively, enantiomerically pure 4-hydroxymethyl-1,4-butyrolactone was prepared from L-glutamic acid. The optical rotations of 4-hydroxymethyl-1,4-butyrolactone from both preparations were very coincident, indicating high optical purity (ee > 05%) for the butenolide.

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

Related Products of 32780-06-6. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, is researched, Molecular C5H8O3, CAS is 32780-06-6, about Synthesis of new optically active bis- and tris(phosphines). Author is Brunner, Henri; Lautenschlager, Hans Juergen.

The synthesis of new optically active alkanediylbis- e.g.; Ph2PCH2CH2CH(PPh2)CH2PPh2 and alkanetriyltris(diphenylphosphines) e.g., Ph2P(CH2)3CH(PPh2)CH2OMe is described. Easily accessible optically pure lactones and carboxylic acids are reduced to the alcs., tosylated and reacted with LiPPh2 to give the corresponding phosphines.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 32780-06-6, is researched, Molecular C5H8O3, about New synthesis of (S)-5-(hydroxymethyl)-2(5H)-furanone, a multipurpose synthon, the main research direction is furanone hydroxymethyl chiral synthon; synthon chiral hydroxymethylfuranone; isopropylideneglyceraldehyde condensation tertiarybutyl lithioacetate; absolute configuration hydroxyhydroxymethyltetrahydrofuranone silylated.Synthetic Route of C5H8O3.

The title compound I, a versatile chiral synthon and its tert-butyldimethylsilyloxy ether were prepared from isopropylideneglyceraldehyde II in 5 and 4 steps, resp., via 2-deoxy-D-ribolactone intermediates.

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

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 Stereospecific synthesis of (+)-muricatacin: a biologically active acetogenin derivative. Part 14, the main research direction is muricatacin stereoselective preparation configuration; configuration absolute muricatacin annonacin.Reference of (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one.

(4S,5S)- And (4S,5R)-(+)-muricatacin (I) and some analogs were synthesized without ambiguity about the absolute configuration at the stereogenic centers. [α]D Values show that natural I is an enantiomeric mixture with slight excess of (4R,5R)-I. The absolute configuration of annonacin was derived to be 15R,16R,19R,20R. I had lower cytotoxicity than various acetogenins from Annona muricata.

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