{(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester | 383129-56-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
• 英文别名: Boc-Phe-Ser(TBDMS)(TBDMS)-al；tert-butyl N-[(2S)-1-[[(2S)-1-[tert-butyl(dimethyl)silyl]oxy-3-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate
• CAS: 383129-56-4
• 化学式: C₂₃H₃₈N₂O₅Si
• 分子量: 450.651
• InChiKey: RHNJWZZAGOMUBK-MOPGFXCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Benzyl-3-trimethylsilylpropene 、 {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 {(S)-1-[(1S,2R)-4-Benzyl-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-pent-4-enylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 、 {(S)-1-[(1S,2S)-4-Benzyl-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-pent-4-enylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Allyltrichlorostannane additions to chiral dipeptide aldehydes

  摘要：

  The first examples of successful allylsilane additions to chiral dipeptide aldehydes are described. Treatment of allylsilanes with tin tetrachloride at room temperature affords allyltrichlorostarnnane intermediates that reacts with dipeptide aldehydes to give 1,2-syn-homoallylic alcohols, potential intermediates for the synthesis of hydroxyethylene dipeptide isosteres. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01502-7
• 作为产物：
  描述：

  Boc-Phe-Ser-OMe 在 咪唑 、 锂硼氢 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Allyltrichlorostannane additions to chiral dipeptide aldehydes

  摘要：

  The first examples of successful allylsilane additions to chiral dipeptide aldehydes are described. Treatment of allylsilanes with tin tetrachloride at room temperature affords allyltrichlorostarnnane intermediates that reacts with dipeptide aldehydes to give 1,2-syn-homoallylic alcohols, potential intermediates for the synthesis of hydroxyethylene dipeptide isosteres. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01502-7

文献信息

• Allyltrichlorostannane additions to chiral dipeptide aldehydes
  作者：Luiz C Dias、Edı́lson Ferreira

  DOI：10.1016/s0040-4039(01)01502-7

  日期：2001.10

  The first examples of successful allylsilane additions to chiral dipeptide aldehydes are described. Treatment of allylsilanes with tin tetrachloride at room temperature affords allyltrichlorostarnnane intermediates that reacts with dipeptide aldehydes to give 1,2-syn-homoallylic alcohols, potential intermediates for the synthesis of hydroxyethylene dipeptide isosteres. (C) 2001 Elsevier Science Ltd. All rights reserved.