CCO-L-Ala | 3309-46-4

• 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: CCO-L-Ala
• 英文别名: (2S)-2-(cyclohexyloxycarbonylamino)propanoic acid
• CAS: 3309-46-4
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: LMOWXOOSPOXOMQ-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  L-丙氨酸 、 氯甲酸环己酯 在 sodium hydroxide 作用下， 反应 3.0h， 以60%的产率得到CCO-L-Ala
  参考文献：
  名称：

  Cyclohexyloxycarbonyl based orthogonal solid phase peptide synthesis in Boc chemistry

  摘要：

  Application of N-cyclohexyloxycarbonyl (Choc) protection in Boc chemistry on solid phase provides a new possibility for the preparation of protected peptide fragments. A Choc/OcHex protection scheme allows also the assembly of cyclic lactam peptides linked to the resin through the C-terminus. Choc protection is stable under the 1M TMSOTf-thioanisole/TFA cleavage condition at 0 degrees C, but it is removable by anhydrous HF. We have utilized cyclohexyloxycarbonyl as an orthogonal protecting group for the synthesis of a i) bicyclic epitope peptide of glycoprotein D of HSV 1 on BHA resin and ii) fully protected hexapeptide involved in protein transport on Merrifield resin. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00360-3

文献信息

• Cyclohexyloxycarbonyl based orthogonal solid phase peptide synthesis in Boc chemistry
  作者：Gábor Mezö、Nikolett Mihala、György Kóczán、Ferenc Hudecz

  DOI：10.1016/s0040-4020(98)00360-3

  日期：1998.6

  Application of N-cyclohexyloxycarbonyl (Choc) protection in Boc chemistry on solid phase provides a new possibility for the preparation of protected peptide fragments. A Choc/OcHex protection scheme allows also the assembly of cyclic lactam peptides linked to the resin through the C-terminus. Choc protection is stable under the 1M TMSOTf-thioanisole/TFA cleavage condition at 0 degrees C, but it is removable by anhydrous HF. We have utilized cyclohexyloxycarbonyl as an orthogonal protecting group for the synthesis of a i) bicyclic epitope peptide of glycoprotein D of HSV 1 on BHA resin and ii) fully protected hexapeptide involved in protein transport on Merrifield resin. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.