methyl 3-(((benzyloxy)-carbonyl)amino)-4-phenylbutanoate

• 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: methyl 3-(((benzyloxy)-carbonyl)amino)-4-phenylbutanoate
• 英文别名: methyl 4-phenyl-3-(phenylmethoxycarbonylamino)butanoate
• 化学式: C₁₉H₂₁NO₄
• 分子量: 327.38
• InChiKey: NEXAVCUTZADVEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(((benzyloxy)-carbonyl)amino)-4-phenylbutanoate 在 palladium/carbon catalyst 对甲苯磺酸一水合物 作用下， 以 乙醇 为溶剂， 生成 (S)-3-amino-4-phenylbutanoic acid, methyl ester, p-toluenesulfonic acid salt
  参考文献：
  名称：

  Enkephalinase inhibitors

  摘要：

  巯基烷酰和酰基巯基烷酰化合物的化学式为##STR1##，其中n是从一到十五的整数，具有脑内啡酶抑制活性，并可用作镇痛剂。

  公开号：

  US04722810A1
• 作为产物：
  描述：

  Cbz-DL-苯丙氨酸 在 N-甲基吗啉 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 水 为溶剂， 反应 6.25h， 生成 methyl 3-(((benzyloxy)-carbonyl)amino)-4-phenylbutanoate
  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 Ketones and Esters from Heteroatom-Functionalized Alkenes by Cobalt-Mediated Hydrogen Atom Transfer
  作者：Xiaoshen Ma、Seth B. Herzon

  DOI：10.1021/acs.joc.6b01709

  日期：2016.10.7

  Cobalt bis(acetylacetonate) is shown to mediate hydrogen atom transfer to a broad range of functionalized alkenes; in situ oxidation of the resulting alkylradical intermediates, followed by hydrolysis, provides expedient access to ketones and esters. By modification of the alcohol solvent, different alkyl ester products may be obtained. The method is compatible with a number of functional groups including

  已显示双（乙酰丙酮酸）钴介导氢原子转移到各种官能化烯烃中。所得烷基自由基中间体的原位氧化，然后水解，可方便地获得酮和酯。通过改性醇溶剂，可以获得不同的烷基酯产物。该方法与许多官能团兼容，包括链烯基卤化物，硫化物，三氟甲磺酸酯和膦酸酯，为乙烯基硅烷的Tamao-Fleming氧化和Arndt-Eistert同系物提供了温和而实用的替代方法。
• Enkephalinase inhibitors
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04722810A1

  公开（公告）日：1988-02-02

  Mercaptoalkanoyl and acylmercaptoalkanoyl compounds of the formula ##STR1## wherein n is an integer from one to fifteen possess enkephalinase inhibition activity and are useful as analgesic agents.

  巯基烷酰和酰基巯基烷酰化合物的化学式为##STR1##，其中n是从一到十五的整数，具有脑内啡酶抑制活性，并可用作镇痛剂。
• 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.