allenyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2',3',6'-tri-O-benzyl-β-D-glucopyranoside | 250127-82-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allenyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2',3',6'-tri-O-benzyl-β-D-glucopyranoside
• CAS: 250127-82-3
• 化学式: C₆₄H₆₆O₁₁
• 分子量: 1011.22
• InChiKey: NHJOKRIQZQTXTA-IWGCDCBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  75
• 可旋转键数：
  27
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  allenyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2',3',6'-tri-O-benzyl-β-D-glucopyranoside 在 四氧化锇 、 N-甲基吲哚酮 作用下， 以 丙酮 为溶剂， 反应 15.0h， 以97%的产率得到2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranose
  参考文献：
  名称：

  Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

  摘要：

  A new method for the deprotection of prop-2-ynyl ethers 1b-9b is described. Isomerisation of 1b-9b to O-allenyl ethers 1d-9d and deprotection by reaction with Hg(OCOCF3)(2), aq.HCl, aq.CF3CO2H and best by use of a catalytic amount of OsO4 is described to obtain the alcohols 1a-9a in good yield. Application of this method for the deprotection of prop-2-enyl ethers 7c,8c,10c-13c via their corresponding prop-1-enyl ethers 7e,8e,10e-13e to obtain the corresponding alcohols 7a,8a,10a-13a is also described, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00631-6
• 作为产物：
  描述：

  prop-2-ynyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2',3',6'-tri-O-benzyl-β-D-glucopyranoside 在 potassium tert-butylate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 1.5h， 以81%的产率得到allenyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-2',3',6'-tri-O-benzyl-β-D-glucopyranoside
  参考文献：
  名称：

  Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

  摘要：

  A new method for the deprotection of prop-2-ynyl ethers 1b-9b is described. Isomerisation of 1b-9b to O-allenyl ethers 1d-9d and deprotection by reaction with Hg(OCOCF3)(2), aq.HCl, aq.CF3CO2H and best by use of a catalytic amount of OsO4 is described to obtain the alcohols 1a-9a in good yield. Application of this method for the deprotection of prop-2-enyl ethers 7c,8c,10c-13c via their corresponding prop-1-enyl ethers 7e,8e,10e-13e to obtain the corresponding alcohols 7a,8a,10a-13a is also described, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00631-6

文献信息

• Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers
  作者：Hari Babu Mereyala、Srinivas Reddy Gurrala、S Krishna Mohan

  DOI：10.1016/s0040-4020(99)00631-6

  日期：1999.9

  A new method for the deprotection of prop-2-ynyl ethers 1b-9b is described. Isomerisation of 1b-9b to O-allenyl ethers 1d-9d and deprotection by reaction with Hg(OCOCF3)(2), aq.HCl, aq.CF3CO2H and best by use of a catalytic amount of OsO4 is described to obtain the alcohols 1a-9a in good yield. Application of this method for the deprotection of prop-2-enyl ethers 7c,8c,10c-13c via their corresponding prop-1-enyl ethers 7e,8e,10e-13e to obtain the corresponding alcohols 7a,8a,10a-13a is also described, (C) 1999 Elsevier Science Ltd. All rights reserved.