4-O-乙酰基-1,5-脱水-2,3,6-三-O-(甲氧羰基甲基)-D-葡萄糖醇以及4-O-乙酰基-1,5-脱水-二-O-(甲氧羰基甲基)-O-甲基-D-葡萄糖醇和4-O-乙酰基-1,5-脱水-O-(甲氧羰基甲基)-二-O-甲基-D-葡萄糖醇的位置异构体的合成与质谱分析

Synthesis and mass spectra of 4-O-acetyl-1,5-anhydro-2,3,6-tri-O -(methoxycarbonylmethyl)-D-glucitol and the positional isomers of 4- O-acetyl-1,5-anhydro-di-O-(methoxycarbonylmethyl)-O-methyl-D-glucitol and 4-O-acetyl-1,5-anhydro-O-(methoxycarbonylmethyl)-di-O-methyl-D-glucitol .

作者信息

Zeller S G, Griesgraber G W, Gray G R

机构信息

Department of Chemistry, University of Minnesota, Minneapolis 55455.

出版信息

Carbohydr Res. 1991 Apr 2;211(1):47-57. doi: 10.1016/0008-6215(91)84145-5.

DOI:10.1016/0008-6215(91)84145-5

PMID:1663422

Abstract

Reductive cleavage of fully methylated, partially O-carboxymethylated cellulose had previously been shown to produce 4-O-acetyl-1,5-anhydro-2,3,6-tri-O-methyl-, -2-O-(methoxycarbonylmethyl)-3,6-di-O-methyl-, -3-O-(methoxycarbonylmethyl)-2,6-di-O-methyl-, -6-O-(methoxycarbonylmethyl)-2,3-di-O-methyl-, -2,3-di-O-(methoxycarbonylmethyl)-6-O-methyl-, -2,6-di-O-(methoxycarbonylmethyl)-3-O-methyl-, -3,6-di-O-(methoxycarbonylmethyl)-2-O-methyl-, and -2,3,6-tri-O-(methoxycarbonylmethyl)-D-glucitol. Described herein is the independent synthesis of these derivatives, except for the first, which had been reported. In addition, their 1H-n.m.r. spectra, chemical-ionization (NH3) mass spectra, and electronionization mass spectra are tabulated.

摘要

先前已表明，完全甲基化、部分O-羧甲基化的纤维素的还原裂解会产生4-O-乙酰基-1,5-脱水-2,3,6-三-O-甲基-、-2-O-(甲氧基羰基甲基)-3,6-二-O-甲基-、-3-O-(甲氧基羰基甲基)-2,6-二-O-甲基-、-6-O-(甲氧基羰基甲基)-2,3-二-O-甲基-、-2,3-二-O-(甲氧基羰基甲基)-6-O-甲基-、-2,6-二-O-(甲氧基羰基甲基)-3-O-甲基-、-3,6-二-O-(甲氧基羰基甲基)-2-O-甲基-以及-2,3,6-三-O-(甲氧基羰基甲基)-D-葡萄糖醇。本文描述了这些衍生物（除已报道的第一种外）的独立合成。此外，还列出了它们的1H-核磁共振谱、化学电离（NH₃）质谱和电子电离质谱。