2-甲基牛磺酸 | 1081531-77-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 2-甲基牛磺酸
• 英文名称: β-methyltaurine
• 英文别名: 2-Methyltaurine；2-Amino-1-propansulfonsaeure；2-aminopropane-1-sulfonic acid；2-Amino-propan-1-sulfonsaeure；2-azaniumylpropane-1-sulfonate
• CAS: 1081531-77-2
• 化学式: C₃H₉NO₃S
• mdl: MFCD01104207
• 分子量: 139.175
• InChiKey: XDZZQMNDCFNREN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲基牛磺酸 、 2-甲基-2-疏基硫酸脲 在 ammonium hydroxide 作用下， 以20%的产率得到2-Methyltaurocyamine
  参考文献：
  名称：

  Braghiroli; Di Bella, Il Farmaco, 1995, vol. 50, # 7-8, p. 555 - 557

  摘要：

  DOI：
• 作为产物：
  描述：

  1-amino-2-bromopropane 在 水 、 sodium sulfite 作用下， 生成 2-甲基牛磺酸
  参考文献：
  名称：

  Rumpf, Bulletin de la Societe Chimique de France, 1938, vol. <5>5, p. 871,875

  摘要：

  DOI：

文献信息

• Gabriel; Ohle, Chemische Berichte, 1917, vol. 50, p. 823
  作者：Gabriel、Ohle

  DOI：——

  日期：——
• Gabriel; v. Hirsch, Chemische Berichte, 1896, vol. 29, p. 2749
  作者：Gabriel、v. Hirsch

  DOI：——

  日期：——
• Lambert; Rose, Journal of the Chemical Society, 1949, p. 48
  作者：Lambert、Rose

  DOI：——

  日期：——
• Josephson, Biochemische Zeitschrift, 1933, vol. 264, p. 441,445, 446
  作者：Josephson

  DOI：——

  日期：——
• Facile synthesis of various substituted taurines, especially syn- and anti-1,2-disubstituted taurines, from nitroolefins
  作者：Ning Chen、Jiaxi Xu

  DOI：10.1016/j.tet.2012.01.031

  日期：2012.3

  Taurine and substituted taurines present a group of important structural elements in many natural products. Various substituted taurines, including 1- and 2-substituted, 1,1-, syn-1,2-, and anti-1,2-disubstituted taurines, were synthesized from the corresponding nitroolefins via Michael addition with thioacetic acid, oxidation with peroxyformic acid, and the catalytic hydrogenation under the catalysis of palladium on carbon or platinum dioxide. It is a general, versatile, and salt-free method for the preparation of substituted taurines, especially for syn- and anti-1,2-disubstituted taurines and some taurines with more bulky substituents. The stereostructures of both syn- and anti-1,2-disubstituted taurines were deduced from the nitroalkyl thioacetates in the Michael addition, which were identified via the Karplus equation analysis and computational analysis, and finally confirmed by the XRD single crystal analysis. The diastereoselectivity in the Michael addition was rationalized with the Cram rule. (C) 2012 Elsevier Ltd. All rights reserved.