(S)-2-({5-[2-((R)-2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-yl)-ethyl]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester | 187849-16-7

• 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: (S)-2-({5-[2-((R)-2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-yl)-ethyl]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester
• 英文别名: diethyl (2S)-2-[[5-[2-[(6R)-2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl]ethyl]thiophene-2-carbonyl]amino]pentanedioate
• CAS: 187849-16-7
• 化学式: C₂₃H₃₁N₅O₆S
• 分子量: 505.595
• InChiKey: OBYWRKUJDMJDKM-CJNGLKHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  35.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  165.5
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-2-({5-[2-((R)-2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-yl)-ethyl]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester 在 盐酸 、 sodium hydroxide 作用下， 以95%的产率得到N-[[5-[2-[(6R)-2-Amino-3,4,5,6,7,8-hexahydro-4-oxopyrido-(2,3-d)-pyrimidin-6-yl]ethyl]-2-thienyl]carbonyl]-L-glutamic Acid
  参考文献：
  名称：

  Asymmetric synthesis of dideazafolate antitumor agents via amidomethylation of nonracemic oxazolidinone imidates. Synthesis of LY309887, a cytotoxic dideazafolate analog related to lometrexol

  摘要：

  The asymmetric synthesis of LY309887, a cytotoxic dideazatetrahydrofolate analog related to lometrexol, has been accomplished via an application of diastereoselective amidomethylation of a chiral titanium (TV) acyloxazolidinone enolate. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(96)02418-5
• 作为产物：
  描述：

  (R)-5-[2-(5-Carboxy-thiophen-2-yl)-ethyl]-2-thioxo-piperidine-3-carboxylic acid ethyl ester 在 2-chloro-2,4-dimethoxy-1,3,5-triazine 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-({5-[2-((R)-2-Amino-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-6-yl)-ethyl]-thiophene-2-carbonyl}-amino)-pentanedioic acid diethyl ester
  参考文献：
  名称：

  Asymmetric synthesis of dideazafolate antitumor agents via amidomethylation of nonracemic oxazolidinone imidates. Synthesis of LY309887, a cytotoxic dideazafolate analog related to lometrexol

  摘要：

  The asymmetric synthesis of LY309887, a cytotoxic dideazatetrahydrofolate analog related to lometrexol, has been accomplished via an application of diastereoselective amidomethylation of a chiral titanium (TV) acyloxazolidinone enolate. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(96)02418-5

文献信息

• Asymmetric synthesis of dideazafolate antitumor agents via amidomethylation of nonracemic oxazolidinone imidates. Synthesis of LY309887, a cytotoxic dideazafolate analog related to lometrexol
  作者：Charles J. Barnett、Thomas M. Wilson、David A. Evans、Todd C. Somers

  DOI：10.1016/s0040-4039(96)02418-5

  日期：1997.2

  The asymmetric synthesis of LY309887, a cytotoxic dideazatetrahydrofolate analog related to lometrexol, has been accomplished via an application of diastereoselective amidomethylation of a chiral titanium (TV) acyloxazolidinone enolate. (C) 1997, Elsevier Science Ltd.