methyl 4-O-acetyl-6-deoxy-3-C-methyl-α-L-mannopyranoside | 115957-11-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-O-acetyl-6-deoxy-3-C-methyl-α-L-mannopyranoside
• 英文别名: [(2S,3S,4S,5R,6R)-4,5-dihydroxy-6-methoxy-2,4-dimethyloxan-3-yl] acetate
• CAS: 115957-11-4
• 化学式: C₁₀H₁₈O₆
• 分子量: 234.249
• InChiKey: MZCOFFWIVHLBCG-LWFNUECDSA-N

物化性质

• 沸点：
  317.4±42.0 °C(predicted)
• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-O-acetyl-1,5-anhydro-1,2,6-trideoxy-3-C-methyl-L-arabino-hex-1-enitol 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 4.0h， 生成 methyl 4-O-acetyl-6-deoxy-3-C-methyl-α-L-mannopyranoside
  参考文献：
  名称：

  Epoxidation of C-branched glycals: unexpected stereochemical results and their theoretical rationale

  摘要：

  This paper describes the synthesis of C-3 methyl-branched glycosides by epoxidation of partially unblocked L-configured glycals. The stereochemical result depends on the orientation of the allylic hydroxyl group. A theoretical explanation is presented, based on the conformational preferences of the respective glycal half-chair conformations that were estimated by applying the BP density functional and a valence triple-zeta basis set. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00406-8

文献信息

• Short stereoselective synthesis of l-nogalose
  作者：Kathlyn A. Parker、Susan M. Meschwitz

  DOI：10.1016/s0008-6215(00)90867-x

  日期：1988.2