methyl (S)-(-)-3-acetyl-thio-2-methylpropanoate | 86961-08-2

• 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 (S)-(-)-3-acetyl-thio-2-methylpropanoate
• 英文别名: (S)-methyl 2-methyl-3-(acetylthio)propanoate；Methyl (S)-3-(Acetylthio)-2-methylpropionate；Methyl (2S)-3-(acetylsulfanyl)-2-methylpropanoate；methyl (2S)-3-acetylsulfanyl-2-methylpropanoate
• CAS: 86961-08-2
• 化学式: C₇H₁₂O₃S
• 分子量: 176.236
• InChiKey: ODXYWRPJDYJIPT-RXMQYKEDSA-N

物化性质

• 沸点：
  232.0±23.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (S)-(-)-3-acetyl-thio-2-methylpropanoate 在 氢氧化钾 、 苄基三乙基氯化铵 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.75h， 生成 (S)-methyl 3-(chloromethylthio)-2-methylpropanoate
  参考文献：
  名称：

  Antiviral and antitumor structure-activity relationship studies on tetracyclic eudistomines

  摘要：

  The in vitro antiviral and antitumor activities of (-)-debromoeudistomin K (1a) and 10 structural analogues (1b-1j and 11) were evaluated. The synthesis was accomplished with an intramolecular Pictet-Spengler condensation reaction as the key step. This examination revealed some structural and stereochemical features that are important for both the antiviral and antitumor activities. The most striking points for activity are the necessity to have the correct natural stereochemistry at both C(1) and C(13b) and the presence of the C(1)-NH2 substituent. As was revealed before with naturally isolated eudistomins a substituent in the indole ring greatly influences the biological activity. The 5-OMe derivative Ih shows high potency in both antiviral and antitumor models.

  DOI：

  10.1021/jm00095a019
• 作为产物：
  描述：

  甲基(E)-4-羟基-4-甲基戊-2-烯-1-酸酯 生成 methyl (S)-(-)-3-acetyl-thio-2-methylpropanoate
  参考文献：
  名称：

  BIANCHI, DANIELE;CESTI, PIETRO, J. ORG. CHEM., 55,(1990) N1, C. 5657-5659

  摘要：

  DOI：

文献信息

• Determination of the absolute configuration of (−)-S-(2-carboxypropyl)-L-cysteine
  作者：Ronald J. Parry、Motupalli V. Naidu

  DOI：10.1016/s0040-4039(00)86384-4

  日期：1983.1

  The absolute configuration of the naturally occurring amino acid (−)-S-(2-carboxypropyl)-L-cysteine has been determined by asymmetric synthesis.

  天然存在的氨基酸（-）-S-（2-羧丙基）-L-半胱氨酸的绝对构型已经通过不对称合成确定。
• Process for preparing optically active carboxylic acids and antipode esters thereof
  申请人：MITSUBISHI RAYON CO., LTD.

  公开号：EP0130752A2

  公开（公告）日：1985-01-09

  Organic carboxylic acid ester represented by the formula (II): wherein R1 is an alkyl, an aralkyl or an aryl group; R2 is an alkyl group; R3 is an alkyl group; n is 1 or 2, are synthesized in racemic form, and then the acid ester (II) is treated with a source containing enzyme capable of rearranging with or without asymmetrically hydrolyzing ester bond until either a d-form or 1-form optically active carboxylic acid ester represented by the formula (II) together with or without the antipode acid thereof is produced.

  由式（II）表示的有机羧酸酯：其中 R1 是烷基、芳烷基或芳基；R2 是烷基；R3 是烷基；n 是 1 或 2，以外消旋形式合成，然后将酸酯（II）用含有能进行重排的酶的源进行处理，无论该酶是否能不对称地水解酯键，直至生成由式（II）表示的具有光学活性的 d 型或 1 型羧酸酯及其反式酸。
• Lipase-catalyzed stereoselective thiotransesterification of mercapto esters
  作者：Daniele Bianchi、Pietro Cesti

  DOI：10.1021/jo00308a028

  日期：1990.10
• BIANCHI, DANIELE;CESTI, PIETRO, J. ORG. CHEM., 55,(1990) N1, C. 5657-5659
  作者：BIANCHI, DANIELE、CESTI, PIETRO

  DOI：——

  日期：——
• EDENHOFER, A.;RAMUZ, H.;MUELLER, J. -C.
  作者：EDENHOFER, A.、RAMUZ, H.、MUELLER, J. -C.

  DOI：——

  日期：——