p-chlorobenzyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside | 1365542-44-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-chlorobenzyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside
• 英文别名: (2S,3R,4S,5S,6R)-2-[(4-chlorophenyl)methylsulfanyl]-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxane
• CAS: 1365542-44-4
• 化学式: C₄₁H₄₁ClO₅S
• 分子量: 681.293
• InChiKey: AUFPHTRYHLSYOI-RSGFCBGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  48
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  71.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氯苄硫醇 、 (2R,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-prop-2-ynyloxy-tetrahydro-pyran 在 gold(III) bromide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 p-chlorobenzyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 、 p-chlorobenzyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Thioglycosides from Propargyl Glycosides Exploiting Alkynophilic Gold Catalyst

  摘要：

  Various thioglycosides were synthesized from stable propargyl glycosides using catalytic quantity of AuBr3 and various thiol aglycons. The current protocol enables preparation of thioglycosides from propargyl glycosides in an efficient and simple manner. The reaction is fast, catalytic, and mild. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file.

  DOI：

  10.1080/07328303.2011.652789

文献信息

• Synthesis of Thioglycosides from Propargyl Glycosides Exploiting Alkynophilic Gold Catalyst
  作者：Srinivasa Rao Vidadala、Shivaji A. Thadke、Srinivas Hotha、Sudhir Kashyap

  DOI：10.1080/07328303.2011.652789

  日期：2012.3

  Various thioglycosides were synthesized from stable propargyl glycosides using catalytic quantity of AuBr3 and various thiol aglycons. The current protocol enables preparation of thioglycosides from propargyl glycosides in an efficient and simple manner. The reaction is fast, catalytic, and mild. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file.