(S)-3-benzyloxycarbonylaminobutane-1-sulfonic acid | 1616868-61-1

• 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: (S)-3-benzyloxycarbonylaminobutane-1-sulfonic acid
• 英文别名: (3S)-3-(phenylmethoxycarbonylamino)butane-1-sulfonic acid
• CAS: 1616868-61-1
• 化学式: C₁₂H₁₇NO₅S
• 分子量: 287.337
• InChiKey: ZXXFWHQWGLAFEO-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-3-benzyloxycarbonylaminobutane-1-sulfonic acid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 以71%的产率得到(S)-3-aminobutane-1-sulfonic acid
  参考文献：
  名称：

  Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids

  摘要：

  Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.098
• 作为产物：
  描述：

  N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid 在 N-甲基吗啉 、 sodium tetrahydroborate 、 过甲酸 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 甲酸 、 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.67h， 生成 (S)-3-benzyloxycarbonylaminobutane-1-sulfonic acid
  参考文献：
  名称：

  Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids

  摘要：

  Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.098

文献信息

• Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids
  作者：Yongpeng Zheng、Jiaxi Xu

  DOI：10.1016/j.tet.2014.05.098

  日期：2014.8

  Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields. (C) 2014 Elsevier Ltd. All rights reserved.