(S)-2-tert-Butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-benzylsulfanyl]-butyric acid methyl ester | 731002-68-9

• 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: (S)-2-tert-Butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-benzylsulfanyl]-butyric acid methyl ester
• CAS: 731002-68-9
• 化学式: C₂₄H₃₆N₂O₇S
• 分子量: 496.625
• InChiKey: VIGWRLXKWZSJGW-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  120.03
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-tert-Butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-benzylsulfanyl]-butyric acid methyl ester 在 sodium periodate 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到(S)-2-tert-Butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid methyl ester
  参考文献：
  名称：

  Synthesis of S-alkyl l-homocysteine analogues of glutathione and their kinetic studies with γ-glutamyl transpeptidase

  摘要：

  A series of S-alkyl L-homocysteine analogues of glutathione was synthesized with varied oxidation state of the sulfur and tested for inhibition of rat kidney gamma-glutamyl transpeptidase (GGT). The strong selectivity of the enzyme with respect to the sulfur oxidation state reveals important information for the development of powerful competitive inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.072
• 作为产物：
  描述：

  methyl (tert-butoxycarbonyl)-L-homocysteinate 在 potassium carbonate 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (S)-2-tert-Butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-benzylsulfanyl]-butyric acid methyl ester
  参考文献：
  名称：

  Synthesis of S-alkyl l-homocysteine analogues of glutathione and their kinetic studies with γ-glutamyl transpeptidase

  摘要：

  A series of S-alkyl L-homocysteine analogues of glutathione was synthesized with varied oxidation state of the sulfur and tested for inhibition of rat kidney gamma-glutamyl transpeptidase (GGT). The strong selectivity of the enzyme with respect to the sulfur oxidation state reveals important information for the development of powerful competitive inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.072