(S)-3-Methyl-2-methylamino-butyronitrile | 191611-29-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S)-3-Methyl-2-methylamino-butyronitrile
• 英文别名: (2S)-3-methyl-2-(methylamino)butanenitrile
• CAS: 191611-29-7
• 化学式: C₆H₁₂N₂
• 分子量: 112.175
• InChiKey: LHZPNEANLZZZHS-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-3-Methyl-2-methylamino-butyronitrile 在 盐酸 作用下， 生成 N-甲基-缬氨酸盐酸盐
  参考文献：
  名称：

  Asymmetric Amino Acid Synthesis: Mitsunobu Reaction on Chiral Cyanohydrins

  摘要：

  BOC(SES)NH与手性氰醇在Mitsunobu反应条件下反应，得到了产率良好的保护α-氨基腈，这些产物随后被转化成手性氨基酸和亚氨基酸。

  DOI：

  10.1055/s-1997-6139
• 作为产物：
  描述：

  乙基3-碘丙烯酸酯 在 四丁基氟化铵 、 potassium carbonate 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-3-Methyl-2-methylamino-butyronitrile
  参考文献：
  名称：

  Asymmetric Amino Acid Synthesis: Mitsunobu Reaction on Chiral Cyanohydrins

  摘要：

  BOC(SES)NH与手性氰醇在Mitsunobu反应条件下反应，得到了产率良好的保护α-氨基腈，这些产物随后被转化成手性氨基酸和亚氨基酸。

  DOI：

  10.1055/s-1997-6139

文献信息

• PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS
  申请人：DSM IP Assets B.V.

  公开号：EP1492760A1

  公开（公告）日：2005-01-05
• [EN] PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS<br/>[FR] PROCEDE DE PREPARATION DE COMPOSES ENRICHIS EN ENANTIOMERES
  申请人：DSM IP ASSETS BV

  公开号：WO2003087033A1

  公开（公告）日：2003-10-23

  Process for the preparation of enantiomerically enriched amino aldehydes and amino alcohols, wherein a corresponding enantiomerically enriched amino nitrile is subjected to hydrogenation in the presence of hydrogen, a hydrogenation catalyst, preferably a Pd-catalyst and a mineral acid. For the preparation of an amino aldehyde hydrogen preferably is present at a hydrogen-pressure between 0.1 and 2 MPa, in particular between 0.5 and 1 MPa. The amino aldehyde preferably is isolated in the form of a chemically and configurationally stable derivative. For the preparation of an amino alcohol, preferably at least during part of the hydrogenation hydrogen is present at a hydrogen-pressure between 2 and 10 MPa, in particular between 4 and 6 MPa. In a preferred embodiment the hydrogen-pressure initially is between 0,5 and 2 MPa and subsequently, after most of the nitrile starting material is converted, the hydrogen pressure is increased to a value between 2 and 10 MPa. The enantiomerically enriched nitrile starting material may a.o. be prepared by enzymatic resolution, classical resolution, resolution via preferential crystallization, diastereomeric synthesis, catalytic asymmetric synthesis or dehydratation of amino acid amides.
• Asymmetric Amino Acid Synthesis: Mitsunobu Reaction on Chiral Cyanohydrins
  作者：Carl Decicco、Paul Grover

  DOI：10.1055/s-1997-6139

  日期：1997.6

  BOC(SES)NH was reacted with chiral cyanohydrins using the Mitsunobu reaction to give good yields of protected α-aminonitriles, which were converted to chiral amino and imino acids.

  BOC(SES)NH与手性氰醇在Mitsunobu反应条件下反应，得到了产率良好的保护α-氨基腈，这些产物随后被转化成手性氨基酸和亚氨基酸。