tert-butyl (2S,3S)-[2-cyano-4-phenyl-1-(p-tolylsulfonyl)butan-3-yl]carbamate | 1105065-70-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl (2S,3S)-[2-cyano-4-phenyl-1-(p-tolylsulfonyl)butan-3-yl]carbamate
• 英文别名: tert-butyl N-[(2S,3S)-3-cyano-4-(4-methylphenyl)sulfonyl-1-phenylbutan-2-yl]carbamate
• CAS: 1105065-70-0
• 化学式: C₂₃H₂₈N₂O₄S
• 分子量: 428.552
• InChiKey: IFPLTGNKUORFCC-FPOVZHCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl (2S,3S,R(S))-[2-cyano-4-phenyl-1-(p-tolylsulfinyl)butan-3-yl]carbamate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到tert-butyl (2S,3S)-[2-cyano-4-phenyl-1-(p-tolylsulfonyl)butan-3-yl]carbamate
  参考文献：
  名称：

  γ-Amino vinyl sulfoxides in asymmetric synthesis. Synthesis of optically pure α-substituted β-amino nitriles

  摘要：

  The synthesis of optically pure (E)- and (Z)-gamma-amino vinyl sulfoxides derived from commercially available protected alpha-amino esters is reported. Hydrocyanation of the double bond with Et2AlCN is completely stereoselective and provides enantiomerically pure alpha-substituted beta-amino nitriles with complete control of the configuration at the alpha-carbon being exerted by the sulfinyl group. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.037

文献信息

• γ-Amino vinyl sulfoxides in asymmetric synthesis. Synthesis of optically pure α-substituted β-amino nitriles
  作者：Ricardo Alfaro、Francisco Yuste、Benjamín Ortiz、Rubén Sánchez-Obregón、José L. García Ruano

  DOI：10.1016/j.tet.2008.10.037

  日期：2009.1

  The synthesis of optically pure (E)- and (Z)-gamma-amino vinyl sulfoxides derived from commercially available protected alpha-amino esters is reported. Hydrocyanation of the double bond with Et2AlCN is completely stereoselective and provides enantiomerically pure alpha-substituted beta-amino nitriles with complete control of the configuration at the alpha-carbon being exerted by the sulfinyl group. (C) 2008 Elsevier Ltd. All rights reserved.