一些在C-4位特异性脱氧的异麦芽低聚糖的α-甲基糖苷的合成。

Synthesis of the methyl alpha-glycosides of some isomalto-oligosaccharides specifically deoxygenated at position C-4.

作者信息

Petráková E, Glaudemans C P

机构信息

NIDDK, National Institutes of Health, Bethesda, MD 20892, USA.

出版信息

Carbohydr Res. 1995 Dec 27;279:133-50. doi: 10.1016/0008-6215(95)00280-4.

DOI:10.1016/0008-6215(95)00280-4

PMID:8593619

Abstract

Methyl alpha-isomaltoside and methyl alpha-isomaltotrioside specifically deoxygenated at position C-4 of various glucopyranosyl units were synthesized by condensation of either 1,6-di-O-acetyl-2,3-di-O-benzyl-4-deoxy-alpha,beta-D-xylo-hexopyranos e (7) or 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-alpha,beta-D-glucopyranose (10) [mediated by silver perchlorate and tin(IV) chloride] with suitably blocked derivatives of methyl alpha-D-glucopyranoside, its 4-deoxy analog 6, or methyl 4'-deoxy alpha-isomaltoside (13), respectively.

摘要

通过将1,6-二-O-乙酰基-2,3-二-O-苄基-4-脱氧-α,β-D-木糖己吡喃糖（7）或1,6-二-O-乙酰基-2,3,4-三-O-苄基-α,β-D-葡萄糖吡喃糖（10）[由高氯酸银和四氯化锡介导]分别与α-D-葡萄糖吡喃糖苷的适当保护衍生物、其4-脱氧类似物6或甲基4'-脱氧α-异麦芽糖苷（13）缩合，合成了在各种葡萄糖吡喃糖单元的C-4位特异性脱氧的甲基α-异麦芽糖苷和甲基α-异麦芽三糖苷。