methyl bis(methylsulfanyl)methylene<2,2-(2)H2>glycinate | 175735-44-1

• 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: methyl bis(methylsulfanyl)methylene<2,2-(2)H2>glycinate
• 英文别名: Methyl 2-[bis(methylsulfanyl)methylideneamino]-2,2-dideuterioacetate
• CAS: 175735-44-1
• 化学式: C₆H₁₁NO₂S₂
• 分子量: 195.275
• InChiKey: XZAPFOKZCXRSDH-APZFVMQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  89.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl bis(methylsulfanyl)methylene<2,2-(2)H2>glycinate 在 盐酸 作用下， 生成 methyl <2-²H₂>glycinate hydrochloride
  参考文献：
  名称：

  Synthesis of enantiopure α-deuteriated Boc-L-amino acids

  摘要：

  An alternative scheme for the synthesis of enantiopure alpha-deuteriated amino acids from a common intermediate is presented. Methyl bis(methylsulfanyl)methylene [2,2-H-2(2)] glycinate was prepared in a mixture of MeOD and D2O with a catalytic amount of Na2CO3 and attached to (2R)-bornane-10,2-sultam. Alkylation of the corresponding enolate provided intermediates which after careful purification were first deprotected on nitrogen and then cleaved from the auxiliary to give deuteriated alpha-amino acids of very high purity (> 99% ee and > 98% D). These were directly converted into the corresponding Boc-L-[2-H-2]-Ala, -Leu,-Phe and -(O-Bzl)Tyr derivatives, suitable for application in peptide synthesis, Boc-[2,2-H-2(2)]Gly was also prepared.

  DOI：

  10.1039/p19960000537
• 作为产物：
  描述：

  N-[二(甲硫基)亚甲基]甘氨酸甲酯 在 重水 、 sodium carbonate 作用下， 以 氘代甲醇-d 为溶剂， 生成 methyl bis(methylsulfanyl)methylene<2,2-(2)H2>glycinate
  参考文献：
  名称：

  Deuterated hepatitis C protease inhibitors

  摘要：

  一种氘代的α-酮氨基立体特异化合物，其化学式为其中D表示立体特异碳原子上的一个氘原子。

  公开号：

  US20070225297A1

文献信息

• Deuterated hepatitis C protease inhibitors
  申请人：Perni B. Robert

  公开号：US20070225297A1

  公开（公告）日：2007-09-27

  A deuterated α-ketoamido steric specific compound of the formula wherein D denotes a deuterium atom on a steric specific carbon atom.

  一种氘代的α-酮氨基立体特异化合物，其化学式为其中D表示立体特异碳原子上的一个氘原子。
• DEUTERATED HEPATITIS C PROTEASE INHIBITORS
  申请人：Perni Robert B.

  公开号：US20110071074A1

  公开（公告）日：2011-03-24

  A deuterated α-ketoamido steric specific compound of the formula wherein D denotes a deuterium atom on a steric specific carbon atom.
• US8247532B2
  申请人：——

  公开号：US8247532B2

  公开（公告）日：2012-08-21
• Synthesis of enantiopure α-deuteriated Boc-<scp>L</scp>-amino acids
  作者：Yiannis Elemes、Ulf Ragnarsson

  DOI：10.1039/p19960000537

  日期：——

  An alternative scheme for the synthesis of enantiopure alpha-deuteriated amino acids from a common intermediate is presented. Methyl bis(methylsulfanyl)methylene [2,2-H-2(2)] glycinate was prepared in a mixture of MeOD and D2O with a catalytic amount of Na2CO3 and attached to (2R)-bornane-10,2-sultam. Alkylation of the corresponding enolate provided intermediates which after careful purification were first deprotected on nitrogen and then cleaved from the auxiliary to give deuteriated alpha-amino acids of very high purity (> 99% ee and > 98% D). These were directly converted into the corresponding Boc-L-[2-H-2]-Ala, -Leu,-Phe and -(O-Bzl)Tyr derivatives, suitable for application in peptide synthesis, Boc-[2,2-H-2(2)]Gly was also prepared.