(2R,3S)-2-bromo-3-methoxy-butyric acid | 26839-91-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3S)-2-bromo-3-methoxy-butyric acid
• 英文别名: L_g-threo-2-Brom-3-methoxy-buttersaeure；(2R,3S)-2-Brom-3-methoxy-buttersaeure；(2R,3S)-2-bromo-3-methoxybutanoic acid
• CAS: 26839-91-8；26839-93-0；67819-23-2；104195-77-9；104195-78-0；120329-56-8
• 化学式: C₅H₉BrO₃
• 分子量: 197.029
• InChiKey: YVNDJNXUZODJQG-IUYQGCFVSA-N

物化性质

• 熔点：
  62-63 °C
• 沸点：
  105-106 °C(Press: 2 Torr)
• 密度：
  1.563±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3S)-2-bromo-3-methoxy-butyric acid 在 水 、 silver(l) oxide 作用下， 生成 O³-methyl-4-deoxy-L-threonic acid
  参考文献：
  名称：

  Izumiya, Nippon Kagaku Zasshi, 1950, vol. 71, p. 500

  摘要：

  DOI：
• 作为产物：
  描述：

  O-甲基-D-苏氨酸 在 氢溴酸 、 potassium bromide 、 sodium nitrite 作用下， 生成 (2R,3S)-2-bromo-3-methoxy-butyric acid
  参考文献：
  名称：

  Design and synthesis of potent thiol-based inhibitors of endothelin converting enzyme-1

  摘要：

  Through directed screening of compounds prepared as metalloprotease inhibitors a compound, CGS 30084, that had potent endothelin converting enzyme-1 (ECE-1) in vitro inhibitory activity (IC50 = 77 nM) was identified. Herein we report the synthesis and optimization of ECE-1 inhibitory activity of additional analogues from this lead. Compound 3c, the thioacetate methyl ester derivative of compound 4c, was found to be a long acting inhibitor of ECE-1 activity in rats after oral administration. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00403-0

文献信息

• TAYLOR, E. C.;HALEY, N. F.;CLEMENS, R. J., J. AMER. CHEM. SOC., 1981, 103, N 26, 7743-7752
  作者：TAYLOR, E. C.、HALEY, N. F.、CLEMENS, R. J.

  DOI：——

  日期：——
• Design and synthesis of potent thiol-based inhibitors of endothelin converting enzyme-1
  作者：Cynthia A Fink、Michael Moskal、Fariborz Firooznia、Denton Hoyer、David Symonsbergen、Dongchu Wei、Ying Qiao、Paula Savage、Michael E Beil、Angelo J Trapani、Arco Y Jeng

  DOI：10.1016/s0960-894x(00)00403-0

  日期：2000.9

  Through directed screening of compounds prepared as metalloprotease inhibitors a compound, CGS 30084, that had potent endothelin converting enzyme-1 (ECE-1) in vitro inhibitory activity (IC50 = 77 nM) was identified. Herein we report the synthesis and optimization of ECE-1 inhibitory activity of additional analogues from this lead. Compound 3c, the thioacetate methyl ester derivative of compound 4c, was found to be a long acting inhibitor of ECE-1 activity in rats after oral administration. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Izumiya, Nippon Kagaku Zasshi, 1950, vol. 71, p. 500
  作者：Izumiya

  DOI：——

  日期：——