[(1S,2R)-1-benzyl-2-hydroxy-3-(4-methoxybenzylamino)-propyl]-carbamic acid tert-butyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,2R)-1-benzyl-2-hydroxy-3-(4-methoxybenzylamino)-propyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S,3R)-3-hydroxy-4-[(4-methoxyphenyl)methylamino]-1-phenylbutan-2-yl]carbamate
• 化学式: C₂₃H₃₂N₂O₄
• 分子量: 400.518
• InChiKey: YVCSAADNLPOAEL-LEWJYISDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  79.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(1S,2R)-1-benzyl-2-hydroxy-3-(4-methoxybenzylamino)-propyl]-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3S)-3-amino-1-[(4-methoxyphenyl)methylamino]-4-phenylbutan-2-ol
  参考文献：
  名称：

  Aspartic protease inhibitors via C1-homologation of peptidic aldehydes and studies on reduced amide isosteres

  摘要：

  (R)-Configured isophthalic hydroxyethylamines play an important role in the inhibition of beta-secretase (BACE1). We present the synthesis of a number of (S)-configured hydroxyethylamine derivatives via 2-iodoethanol intermediates and the comparison with the (R)-analogues. An N-substituted indole was investigated as a substitute for the isophthalamide moiety. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.047
• 作为产物：
  描述：

  tert-butyl N-[(2S,3S)-3-hydroxy-4-iodo-1-phenylbutan-2-yl]carbamate 、 4-甲氧基苄胺 以 乙腈 为溶剂， 反应 4.0h， 生成 [(1S,2R)-1-benzyl-2-hydroxy-3-(4-methoxybenzylamino)-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Aspartic protease inhibitors via C1-homologation of peptidic aldehydes and studies on reduced amide isosteres

  摘要：

  (R)-Configured isophthalic hydroxyethylamines play an important role in the inhibition of beta-secretase (BACE1). We present the synthesis of a number of (S)-configured hydroxyethylamine derivatives via 2-iodoethanol intermediates and the comparison with the (R)-analogues. An N-substituted indole was investigated as a substitute for the isophthalamide moiety. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.047