(1R,2R)-7-chloro-1-(4-methoxyphenyl)-2-trimethylsilylhept-3-yn-1-amine | 935677-43-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1R,2R)-7-chloro-1-(4-methoxyphenyl)-2-trimethylsilylhept-3-yn-1-amine
• CAS: 935677-43-3
• 化学式: C₁₇H₂₆ClNOSi
• 分子量: 323.938
• InChiKey: KJLIVMCSAFKPNC-IAGOWNOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.25
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1R,2R)-7-chloro-1-(4-methoxyphenyl)-2-trimethylsilylhept-3-yn-1-amine 、 chloro-1,3-dimethyl-octahydro-benzo[1,3,2]diazaphosphole 生成
  参考文献：
  名称：

  β-Silylated Homopropargylic Amines via the Asymmetric Allenylboration of Aldimines

  摘要：

  The asymmetric synthesis of alpha-trimethylsilylpropargylic carbamines (7) through the addition of allenylboranes 4 to N-H aldimines is reported. The insertion of TMSCHN2 into enantiomerically pure B-alkynyl-10-TMS-9-borabicyclo[3.3.2]decanes 3 followed by a sterically driven 1,3-suprafacial borotropic shift proceeds with complete stereospecificity to produce 4 in diastereomerically and enantiomerically pure form. These reagents give 7 (51-85%, syn/anti > 99%, 92-9% ee) permitting the recovery of 8 (53-63%). Allenylboranes 4 also provide a convenient route to optically pure allenylsilanes 13 (55-94%) through their protonolysis.

  DOI：

  10.1021/ol070074g
• 作为产物：
  描述：

  生成 (1R,2R)-7-chloro-1-(4-methoxyphenyl)-2-trimethylsilylhept-3-yn-1-amine
  参考文献：
  名称：

  β-Silylated Homopropargylic Amines via the Asymmetric Allenylboration of Aldimines

  摘要：

  The asymmetric synthesis of alpha-trimethylsilylpropargylic carbamines (7) through the addition of allenylboranes 4 to N-H aldimines is reported. The insertion of TMSCHN2 into enantiomerically pure B-alkynyl-10-TMS-9-borabicyclo[3.3.2]decanes 3 followed by a sterically driven 1,3-suprafacial borotropic shift proceeds with complete stereospecificity to produce 4 in diastereomerically and enantiomerically pure form. These reagents give 7 (51-85%, syn/anti > 99%, 92-9% ee) permitting the recovery of 8 (53-63%). Allenylboranes 4 also provide a convenient route to optically pure allenylsilanes 13 (55-94%) through their protonolysis.

  DOI：

  10.1021/ol070074g