tert-butyl (2S,3S)-3-(dibenzylamino)-2-phenylpiperidine-1-carboxylate | 239437-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tert-butyl (2S,3S)-3-(dibenzylamino)-2-phenylpiperidine-1-carboxylate
• CAS: 239437-22-0
• 化学式: C₃₀H₃₆N₂O₂
• 分子量: 456.628
• InChiKey: INBVXQHXJFTWRJ-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3S)-3-(dibenzylamino)-2-phenylpiperidine-1-carboxylate 在 palladium dihydroxide 作用下， 以 甲醇 为溶剂， 生成 1-哌啶羧酸,3-氨基-2-苯基-,1,1-二甲基乙基酯,(2S,3S)-
  参考文献：
  名称：

  Stereoselective synthesis of (+)-CP-99,994: A substance P non-peptide antagonist

  摘要：

  A highly stereoflexible total synthesis of(+)-CP-99,994 is achieved starting, from (S)-serine. key steps being a diastereoselective Grignard addition, a one-pot reductive protection of an azide, and one-pot oxidative Wittig olefination. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00983-1
• 作为产物：
  描述：

  ((1S,2S)-2-Dibenzylamino-5-hydroxy-1-phenyl-pentyl)-carbamic acid tert-butyl ester 在 TEA 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 tert-butyl (2S,3S)-3-(dibenzylamino)-2-phenylpiperidine-1-carboxylate
  参考文献：
  名称：

  Stereoselective synthesis of (+)-CP-99,994: A substance P non-peptide antagonist

  摘要：

  A highly stereoflexible total synthesis of(+)-CP-99,994 is achieved starting, from (S)-serine. key steps being a diastereoselective Grignard addition, a one-pot reductive protection of an azide, and one-pot oxidative Wittig olefination. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00983-1

文献信息

• Stereoselective synthesis of (+)-CP-99,994: A substance P non-peptide antagonist
  作者：S. Chandrasekhar、Pradyumna K. Mohanty

  DOI：10.1016/s0040-4039(99)00983-1

  日期：1999.7

  A highly stereoflexible total synthesis of(+)-CP-99,994 is achieved starting, from (S)-serine. key steps being a diastereoselective Grignard addition, a one-pot reductive protection of an azide, and one-pot oxidative Wittig olefination. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.