Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one. 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 Reblastatin, Autolytimycin, and Non-Benzoquinone Analogues: Potent Inhibitors of Heat Shock Protein 90. Author is Wrona, Iwona E.; Gozman, Alexander; Taldone, Tony; Chiosis, Gabriela; Panek, James S..
The heat shock protein 90-inhibiting natural ansamycin natural products reblastatin I (R = MeO; R1 = H; X = CH2CH2) and autolytimycin I (R = R1 = H; X = CH2CH2), and four of their analogs I [R = MeO; R1 = H, MeOCH2, H2NHCO; X = (Z)-CH:CH, CH2CH2] lacking a quinone moiety are prepared using the chemoselective, regioselective, and stereoselective zirconium-mediated coupling reaction of a methyl-substituted alkyne with an aldehyde to give an (E)-trisubstituted allylic alc. and the copper-catalyzed macroamidation reaction of terminal amides containing a bromoarene as the key steps. The competitive binding of Hsp90α to I [R = H, MeO; R1 = H, MeOCH2, H2NHCO; X = (Z)-CH:CH, CH2CH2], an uncyclized derivative of reblastatin, a reblastatin analog lacking the carbamate ester, geldanamycin, and 17-(allylamino)-17-demethoxygeldanamycin is determined; the inhibition of human myeloid leukemia cells by I [R = MeO; R1 = H, MeOCH2, H2NHCO; X = (Z)-CH:CH, CH2CH2] and by 17-(allylamino)-17-demethoxygeldanamycin (II), a geldanamycin derivative currently under evaluation for treatment of cancer, are determined Reblastatin and autolytimycin I (R = MeO, H; R1 = H; X = CH2CH2) bind heat shock protein 90 with better affinities (26 nM and 36 nM, resp.) than II (110 nM); I (R = MeO, H; R1 = H; X = CH2CH2) are more effective at inhibiting one of the human myeloid leukemia cell lines (Kasumi-1) than II but are less effective than II at inhibiting the other (MOLM-13).
The article 《Synthesis of Reblastatin, Autolytimycin, and Non-Benzoquinone Analogues: Potent Inhibitors of Heat Shock Protein 90》 also mentions many details about this compound(32780-06-6)Name: (S)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one, you can pay attention to it, because details determine success or failure
Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI