methyl (2S)-5-[[(2R)-3-(2,2-dimethoxyethylsulfanyl)-1-[(2-methoxy-2-oxoethyl)amino]-1-oxopropan-2-yl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate | 470484-36-7

• 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 (2S)-5-[[(2R)-3-(2,2-dimethoxyethylsulfanyl)-1-[(2-methoxy-2-oxoethyl)amino]-1-oxopropan-2-yl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate
• CAS: 470484-36-7
• 化学式: C₂₁H₃₇N₃O₁₀S
• 分子量: 523.605
• InChiKey: KWMJSOWBWFYKID-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  35
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  193
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl (2S)-5-[[(2R)-3-(2,2-dimethoxyethylsulfanyl)-1-[(2-methoxy-2-oxoethyl)amino]-1-oxopropan-2-yl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate 在 lithium hydroxide 、 三氟乙酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 生成 (2S)-2-amino-5-[(3R)-3-(carboxymethylcarbamoyl)-2,3-dihydro-1,4-thiazin-4-yl]-5-oxopentanoic acid
  参考文献：
  名称：

  SYNTHESIS AND STRUCTURE OF THE GLUTATHIONE CONJUGATE OF CHLOROACETALDEHYDE

  摘要：

  A synthesis and the structure of the title compound are presented. The sodium salt of N-BOC glutathione dimethyl ester was S-alkylated with chloroacetaldehyde. Following a protection/deprotection sequence, condensation of the aldehyde moiety with the nitrogen of the cysteine residue and subsequent dehydration produced a glutathione derivative that contains a 2,3-dihydro-4H-1,4-thiazine ring.

  DOI：

  10.1081/scc-120004149
• 作为产物：
  描述：

  N-叔-丁基氧羰基谷胱甘肽二甲基二酯 在 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 2.75h， 生成 methyl (2S)-5-[[(2R)-3-(2,2-dimethoxyethylsulfanyl)-1-[(2-methoxy-2-oxoethyl)amino]-1-oxopropan-2-yl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate
  参考文献：
  名称：

  SYNTHESIS AND STRUCTURE OF THE GLUTATHIONE CONJUGATE OF CHLOROACETALDEHYDE

  摘要：

  A synthesis and the structure of the title compound are presented. The sodium salt of N-BOC glutathione dimethyl ester was S-alkylated with chloroacetaldehyde. Following a protection/deprotection sequence, condensation of the aldehyde moiety with the nitrogen of the cysteine residue and subsequent dehydration produced a glutathione derivative that contains a 2,3-dihydro-4H-1,4-thiazine ring.

  DOI：

  10.1081/scc-120004149

文献信息

• SYNTHESIS AND STRUCTURE OF THE GLUTATHIONE CONJUGATE OF CHLOROACETALDEHYDE
  作者：Yushun Li、Dean E. Carter、Eugene A. Mash

  DOI：10.1081/scc-120004149

  日期：2002.1

  A synthesis and the structure of the title compound are presented. The sodium salt of N-BOC glutathione dimethyl ester was S-alkylated with chloroacetaldehyde. Following a protection/deprotection sequence, condensation of the aldehyde moiety with the nitrogen of the cysteine residue and subsequent dehydration produced a glutathione derivative that contains a 2,3-dihydro-4H-1,4-thiazine ring.