Boc-Cys(Me)-Pro-OMe | 207273-93-6

• 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: Boc-Cys(Me)-Pro-OMe
• 英文别名: methyl (2S)-1-[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-methylsulfanylpropanoyl]pyrrolidine-2-carboxylate
• CAS: 207273-93-6
• 化学式: C₁₅H₂₆N₂O₅S
• 分子量: 346.448
• InChiKey: XEXZKENNKZLPNN-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Boc-Cys(Me)-Pro-OMe 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-1-{(R)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-3-methylsulfanyl-propionyl}-pyrrolidine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  A highly efficient route to dehydroalanine containing peptides

  摘要：

  A routine method for the synthesis of dehydroalanine containing peptides has been developed. These residues are introduced as S-methyl cysteines which are subsequently oxidised and eliminated. The approach is compatible with both Boc and Fmoc protection strategies and can allow the introduction of a number of alpha beta unsaturated amino acids into peptides during synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00258-5
• 作为产物：
  描述：

  L-脯氨酸甲酯 、 N-(叔丁氧羰基L)-S-甲基-L-半胱氨酸 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到Boc-Cys(Me)-Pro-OMe
  参考文献：
  名称：

  A highly efficient route to dehydroalanine containing peptides

  摘要：

  A routine method for the synthesis of dehydroalanine containing peptides has been developed. These residues are introduced as S-methyl cysteines which are subsequently oxidised and eliminated. The approach is compatible with both Boc and Fmoc protection strategies and can allow the introduction of a number of alpha beta unsaturated amino acids into peptides during synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00258-5

文献信息

• A highly efficient route to dehydroalanine containing peptides
  作者：Sarah A. Burrage、Tony Raynham、Mark Bradley

  DOI：10.1016/s0040-4039(98)00258-5

  日期：1998.4

  A routine method for the synthesis of dehydroalanine containing peptides has been developed. These residues are introduced as S-methyl cysteines which are subsequently oxidised and eliminated. The approach is compatible with both Boc and Fmoc protection strategies and can allow the introduction of a number of alpha beta unsaturated amino acids into peptides during synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.