N-carbobenzoxy-α-phenoxyglycine methyl ester | 175667-06-8

• 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: N-carbobenzoxy-α-phenoxyglycine methyl ester
• 英文别名: Methyl 2-phenoxy-2-(phenylmethoxycarbonylamino)acetate
• CAS: 175667-06-8
• 化学式: C₁₇H₁₇NO₅
• 分子量: 315.326
• InChiKey: NZIURPDQPVJDAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 N-carbobenzoxy-α-phenoxyglycine methyl ester 在 sodium hydroxide 作用下， 生成 N-carbobenzoxy-D/L-α-metoxyglycine
  参考文献：
  名称：

  Preparation of Protected α-Alkoxyglycines

  摘要：

  N-Carbobenzoxy-alpha-alkoxyglycine esters were synthesized by H2SO4-catalyzed O-alkylation of N-carbobenzoxy-alpha-hydroxyglycine and also by base treatment of N-carbobenzoxy-N-chloroglycine methyl ester in the corresponding alcohol. Saponification of the protected alpha-alkoxyglycines gave free acids which can be used for the synthesis of alpha-alkoxyglycine residue-containing peptides.

  DOI：

  10.1080/00397919608003521
• 作为产物：
  描述：

  CBZ-甘氨酸甲酯 在 次氯酸叔丁酯 、 sodium phenoxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 23.0h， 生成 N-carbobenzoxy-α-phenoxyglycine methyl ester
  参考文献：
  名称：

  Preparation of Protected α-Alkoxyglycines

  摘要：

  N-Carbobenzoxy-alpha-alkoxyglycine esters were synthesized by H2SO4-catalyzed O-alkylation of N-carbobenzoxy-alpha-hydroxyglycine and also by base treatment of N-carbobenzoxy-N-chloroglycine methyl ester in the corresponding alcohol. Saponification of the protected alpha-alkoxyglycines gave free acids which can be used for the synthesis of alpha-alkoxyglycine residue-containing peptides.

  DOI：

  10.1080/00397919608003521

文献信息

• Preparation of Protected α-Alkoxyglycines
  作者：Masao Kawai、Kouji Hosoda、Yoshimasa Omori、Keiichi Yamada、Shoko Hayakawa、Hatsuo Yamamura、Yasuo Butsugan

  DOI：10.1080/00397919608003521

  日期：1996.4

  N-Carbobenzoxy-alpha-alkoxyglycine esters were synthesized by H2SO4-catalyzed O-alkylation of N-carbobenzoxy-alpha-hydroxyglycine and also by base treatment of N-carbobenzoxy-N-chloroglycine methyl ester in the corresponding alcohol. Saponification of the protected alpha-alkoxyglycines gave free acids which can be used for the synthesis of alpha-alkoxyglycine residue-containing peptides.