(3R,4R)-3-azido-1,1-diphenyl-4-((trimethylsilyl)oxy)silolane | 1450667-15-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (3R,4R)-3-azido-1,1-diphenyl-4-((trimethylsilyl)oxy)silolane
• 英文别名: trans-4-azido-3-trimethylsilyloxyl-1,1-diphenyl-1-silacyclopentane
• CAS: 1450667-15-8
• 化学式: C₁₉H₂₅N₃OSi₂
• 分子量: 367.598
• InChiKey: OWPJBZCZMFYEBH-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  57.99
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (3R,4R)-3-azido-1,1-diphenyl-4-((trimethylsilyl)oxy)silolane 在 camphor-10-sulfonic acid 、 tin(ll) chloride 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 C₁₆H₁₉NOSi
  参考文献：
  名称：

  Preparation of enantioenriched tetraols and triolamines from a common epoxide

  摘要：

  We identify a silylcyclopentene oxide that is amenable to several distinct asymmetric catalytic transformations providing access to enantio-enriched tetraol and triol-amines. The sequence employed allows for selective protection of one amine or alcohol from the four heteroatoms that are introduced into the carbon scaffold. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.001
• 作为产物：
  描述：

  (3S,4R)-4-chloro-1,1-diphenylsilolan-3-ol 在 (R,R)-Jacobsen catalyst 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 (3R,4R)-3-azido-1,1-diphenyl-4-((trimethylsilyl)oxy)silolane 、
  参考文献：
  名称：

  Preparation of enantioenriched tetraols and triolamines from a common epoxide

  摘要：

  We identify a silylcyclopentene oxide that is amenable to several distinct asymmetric catalytic transformations providing access to enantio-enriched tetraol and triol-amines. The sequence employed allows for selective protection of one amine or alcohol from the four heteroatoms that are introduced into the carbon scaffold. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.001

文献信息

• 3,4-Functionalized silacyclopentanes. Synthesis of trans-4-amino-, azido- and alkyloxy-1-silacyclopentan-3-ols from 6-oxa-3-silabicyclo[3.1.0]hexanes
  作者：Rabah Boukherroub、Georges Manuel、Serge Mignani、Dominique Damour

  DOI：10.1016/0022-328x(94)87195-7

  日期：1994.12

  The synthesis of novel trans-3,4-bifunctional silacyclopentane derivatives based on the reaction of 6-oxa-3-silabicyclo[3.1.0]-hexanes with aminated and oxygenated nucleophiles is described. One compound has potential as an antidepressant and anxiolytic agent.