Reactions of acetylated sugar osazones with N or O nucleophiles: Synthesis of 3-substituted and 3,6-anhydro derivatives
作者:László Somogyi
DOI:10.1016/0008-6215(88)84141-7
日期:1988.5
Abstract 3,4,5-Tri- O -acetyl- d - erythro -pentosulose 1,2-bis(phenylhydrazone), its 1- N -acetyl derivative ( d - erythro - 4 ), 3,4,5,6-tetra- O -acetyl- l - xylo -hexosulose 1,2-bis(phenylhydrazone), and its 1- N -acetyl derivative have been treated with nucleophiles. Reaction of 3,4,5,6-tetra- O -acetyl- d - lyxo -hexosulose 1-acetyl-phenylhydrazone 2-phenylhydrazone with sodium azide—acetic acid
摘要3,4,5-Tri-O-乙酰基-d-赤藓基戊糖1,2-双(苯hydr),其1- N-乙酰基衍生物(d-赤藓基-4),3,4,5,6-已经用亲核试剂处理了四-O-乙酰基-1-木糖己糖1,2-双(苯hydr)及其1-N-乙酰基衍生物。3,4,5,6-四-O-乙酰基-d-lyxo-己糖1-乙酰基-苯hydr-2-苯基hydr与叠氮化钠-乙酸的反应得到4,5,6-三-O-的非对映异构体混合物乙酰基-3-叠氮基-3-脱氧-d-lyxo-和-d-xylo-己糖1-乙酰基苯基2-2-苯基hydr。用甲醇钠的甲醇钠处理1-赤藓基-4,得到3-O-甲基--1-赤藓基和-1-苏-季戊糖1,2-双(苯hydr)。通过用甲醇氨水处理,非对映异构纯的3-乙酰氨基-3-脱氧醛糖1 从O-乙酰基醛糖基1,2-双(苯基hydr)或1-乙酰基hydr2-苯基phenyl开始获得在C-3具有未确定的手性的2-双(苯phenyl)。用甲醇氨处理3