(S)-n-乙酰基-4-溴苯丙氨酸 | 171095-12-8

• 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
• 中文名称: (S)-n-乙酰基-4-溴苯丙氨酸
• 中文别名: (S)-N-乙酰基-4-溴苯丙氨酸
• 英文名称: N-acetyl-4-bromophenylalanine
• 英文别名: (S)-N-acetyl-4-bromophenylalanine；(2S)-2-acetamido-3-(4-bromophenyl)propanoic acid
• CAS: 171095-12-8
• 化学式: C₁₁H₁₂BrNO₃
• 分子量: 286.125
• InChiKey: LDCUXIARELPUCD-JTQLQIEISA-N

物化性质

• 熔点：
  191-193
• 沸点：
  507.4±45.0 °C(Predicted)
• 密度：
  1.514±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  乙醇 、 (S)-n-乙酰基-4-溴苯丙氨酸 在 氯化亚砜 作用下， 生成 (S)-ethyl 2-acetamido-3-(4-bromophenyl)propanoate
  参考文献：
  名称：

  Resolution of N-protected amino acid esters using whole cells of Candida parapsilosis ATCC 7330

  摘要：

  Whole cells of Candida parapsilosis ATCC 7330 were used for the resolution of N-acetyl amino acid esters. Excellent enantioselectivities (E = 40 to >500) were achieved for the resolution of N-protected protein and non-protein amino acid esters giving good yields (28-50%) and high enantiomeric excesses (up to >99%) for both enantiomers. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.011
• 作为产物：
  描述：

  2-乙酰氨基-3-(4-溴苯基)丙酸乙酯 在 水 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以42%的产率得到(D)-N-acetyl-4-bromo-phenylalanine ethyl ester
  参考文献：
  名称：

  Resolution of N-protected amino acid esters using whole cells of Candida parapsilosis ATCC 7330

  摘要：

  Whole cells of Candida parapsilosis ATCC 7330 were used for the resolution of N-acetyl amino acid esters. Excellent enantioselectivities (E = 40 to >500) were achieved for the resolution of N-protected protein and non-protein amino acid esters giving good yields (28-50%) and high enantiomeric excesses (up to >99%) for both enantiomers. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.011

文献信息

• [EN] pH-SENSITIVE PEPTIDES<br/>[FR] PEPTIDES SENSIBLES AU PH
  申请人：RHODE ISLAND COUNCIL ON POSTSECONDARY EDUCATION

  公开号：WO2017165452A1

  公开（公告）日：2017-09-28

  The present subject matter provides pH triggered peptides, as well as compositions methods, devices, and systems comprising the same. The pH triggered peptides include cyclic and short linear peptides, and may have higher affinity to a membrane lipid bilayer at low pH than at neutral or high pH.

  本主题提供了pH触发的肽以及包含它们的组合物、方法、装置和系统。pH触发的肽包括环状和短线性肽，可能在低pH下与膜脂双层具有比中性或高pH下更高的亲和力。
• pH-sensitive cyclic peptides
  申请人：University of Rhode Island Board of Trustees

  公开号：US11274126B2

  公开（公告）日：2022-03-15

  The present subject matter provides pH triggered peptides, as well as compositions methods, devices, and systems comprising the same. The pH triggered peptides include cyclic and short linear peptides, and may have higher affinity to a membrane lipid bilayer at low pH than at neutral or high pH.

  本主题提供 pH 触发肽，以及由其组成的组合物方法、装置和系统。pH 触发肽包括环状肽和短线性肽，与中性或高 pH 相比，低 pH 时与膜脂双层的亲和力更高。
• Asymmetric Synthesis of Unnatural Amino Acids and Tamsulosin Chiral Intermediate
  作者：Veera Reddy Arava、Srinivasulu Reddy Amasa、Bharat Kumar Goud Bhatthula、Laxmi Srinivas Kompella、Venkata Prasad Matta、M. C. S. Subha

  DOI：10.1080/00397911.2012.748075

  日期：2013.11.2

  An efficient and enantioselective hydrogenation of N-acetylamino phenyl acrylic acids was successfully developed by using ruthenium catalyst. This methodology is important in the field of pharmaceuticals and provides a new process for the preparation of unnatural amino acids and tamsulosin chiral intermediate. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]
• Novel atropisomeric bisphosphine ligands with a bridge across the 5,5′-position of the biphenyl for asymmetric catalysis
  作者：Hao Wei、Yong Jian Zhang、Feijun Wang、Wanbin Zhang

  DOI：10.1016/j.tetasy.2008.01.023

  日期：2008.3

  A new type of atropisomeric bisphosphine ligand 2 with a bridge across the 5,5'-position of the biphenyl has been developed. The axial chirality of this type of ligands can be retained by macrocyclic ring strain produced from 5,5'-linkage of the biphenyl even without 6,6'-substituents on the biphenyls. Ligand (R)-2a showed good catalytic activity and enantioselectivity for Rh(I)-catalyzed asymmetric hydrogenation of (Z)-alpha-acetamidocinnamic acid 11. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of a novel spiro bisphosphinite ligand and its application in Rh-catalyzed asymmetric hydrogenation
  作者：Zhenqiu Guo、Xiaoyu Guan、Zhiyong Chen

  DOI：10.1016/j.tetasy.2006.01.021

  日期：2006.2

  A novel, chiral bisphosphinite ligand (R)-SpiroBIP has been synthesized. The rhodium complex of the ligand was found to be highly enantioselective in the asymmetric hydrogenation of alpha-dehydroamino acid derivatives. (c) 2006 Published by Elsevier ltd.