(S)-1-((S)-2-Allylamino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester | 250383-44-9

• 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-Allylamino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester
• 英文别名: allyl-Lys(Cbz)-Pro-OtBu；tert-butyl (2S)-1-[(2S)-6-(phenylmethoxycarbonylamino)-2-(prop-2-enylamino)hexanoyl]pyrrolidine-2-carboxylate
• CAS: 250383-44-9
• 化学式: C₂₆H₃₉N₃O₅
• 分子量: 473.613
• InChiKey: QTJHXUCJYOVFCE-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  97
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-3-((叔丁氧基羰基)氨基)-4-氟-4-氧代丁酸苄酯 、 (S)-1-((S)-2-Allylamino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以47%的产率得到Boc-Asp(OBn)-N(allyl)Lys(Cbz)-Pro-OtBu
  参考文献：
  名称：

  Triflates as synthons for the synthesis of lysine analogues

  摘要：

  A simple synthesis of various 6-amino-2-substituted hexanoic acids has been developed starting from lysine via the triflate of 6-amino-2-hydroxy hexanoic acid. The same reactions have also been successfully applied starting from the lysyl-proline sequence. The lysine analogues have been introduced in pseudopeptide sequences by the acylfluoride methodology. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01445-8
• 作为产物：
  描述：

  L-脯氨酸叔丁酯 在 lutidine 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-1-((S)-2-Allylamino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Triflates as synthons for the synthesis of lysine analogues

  摘要：

  A simple synthesis of various 6-amino-2-substituted hexanoic acids has been developed starting from lysine via the triflate of 6-amino-2-hydroxy hexanoic acid. The same reactions have also been successfully applied starting from the lysyl-proline sequence. The lysine analogues have been introduced in pseudopeptide sequences by the acylfluoride methodology. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01445-8

文献信息

• Triflates as synthons for the synthesis of lysine analogues
  作者：Ingo Weber、Pierre Potier、Josiane Thierry

  DOI：10.1016/s0040-4039(99)01445-8

  日期：1999.9

  A simple synthesis of various 6-amino-2-substituted hexanoic acids has been developed starting from lysine via the triflate of 6-amino-2-hydroxy hexanoic acid. The same reactions have also been successfully applied starting from the lysyl-proline sequence. The lysine analogues have been introduced in pseudopeptide sequences by the acylfluoride methodology. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.