Ring-Opening Polymerization of 1,4-Anhydro-.alpha.-D-glucopyranose Derivatives Having Acyl Groups and Synthesis of (1.fwdarw.5)-.beta.-D-Glucofuranan
Ring-Opening Polymerization of 1,4-Anhydro-.alpha.-D-glucopyranose Derivatives Having Acyl Groups and Synthesis of (1.fwdarw.5)-.beta.-D-Glucofuranan
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具有酰基的1，4-脱水-α-D-吡喃葡萄糖衍生物的开环聚合及(1.fwdarw.5)-β-D-呋喃葡萄糖的合成
DOI：
10.1021/ma00099a001
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发表时间：
1994
期刊：
影响因子：
5.5
通讯作者：
K. Murakami
中科院分区：
文献类型：
--
作者：
Hiroshi Kamitakahara;F. Nakatsubo;K. Murakami
研究了引发剂、溶剂、单体浓度和温度对1，4-脱水-2，3-二-O-苄基-6-O-新戊酰基-α-D-吡喃葡萄糖（1）和1，4-脱水-3，6-二-O-苄基-2-O-新戊酰基-α-D-吡喃葡萄糖（2）开环聚合的影响。1的聚合得到主要由（1→5）-α-呋喃糖苷单元组成的非立构规整聚合物，[α] D值约为1.5。+84度2在PF 5催化剂作用下聚合，得到了一种新的有规立构的多糖衍生物3，6-二-O-苄基-2-O-新戊酰基-（1→5）-β-D-葡萄糖呋喃聚糖，其[α] D值约为66度取代聚合物经脱苄基和脱特戊酰化得到未取代的（1→5）-β-呋喃葡聚糖
The influence of initiator, solvent, monomer concentration, and temperature on the ring-opening polymerization of 1,4-anhydro-2,3-di-O-benzyl-6-O-pivaloyl-α-D-glucopyranose (1) and 1,4-anhydro-3,6-di-O-benzyl-2-O-pivaloyl-α-D-glucopyranose (2) was investigated. Polymerization of 1 gave non-stereoregular polymers consisting of mainly (1→5)-α-glucofuranosidic units with an [α] D value of ca. +84°. Polymerization of 2 with PF 5 catalyst produced new stereoregular polysaccharide derivatives, 3,6-di-O-benzyl-2-O-pivaloyl-(1→5)-β-D-glucofuranans, with an [α] D value of ca.-66°. Debenzylation and depivaloylation of the substituted polymers afforded unsubstituted (1→5)-β-glucofuranan