(+)-(1R,2S,Ss)-ethyl 1-diethylphosphono-2-p-tolylsulfinyl-3,3-²H₂-cyclopropanecarboxylate | 1453192-65-8

• 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: (+)-(1R,2S,Ss)-ethyl 1-diethylphosphono-2-p-tolylsulfinyl-3,3-²H₂-cyclopropanecarboxylate
• CAS: 1453192-65-8
• 化学式: C₁₇H₂₅O₆PS
• 分子量: 390.406
• InChiKey: DCRADBNNUMRGBK-FHACJTBPSA-N

反应信息

• 作为反应物：
  描述：

  (+)-(1R,2S,Ss)-ethyl 1-diethylphosphono-2-p-tolylsulfinyl-3,3-²H₂-cyclopropanecarboxylate 在 水 、 异丙基氯化镁 、 lithium hydroxide 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Asymmetric synthesis of (R)-[2,2-]-1-aminocyclopropane-1-phosphonic acid (ACPP derivative) conformationally constrained ACC analogue using a chiral sulfinyl auxiliary

  摘要：

  The asymmetric cyclopropanation of vinylphosphonate using (S)-dimethylsulfonium-(p-tolylsulfinyl)methylide was applied to obtain a dideuterated cyclopropyl sulfoxide. A three-step synthesis of enantiopure (+)-(1R)-1-amino-2,2-dideuteriocyclopropanephosphonic acid (+)-17-d(2) was developed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.024
• 作为产物：
  描述：

  Ethyl 3,3-dideuterio-2-[diethoxy(oxido)phosphaniumyl]prop-2-enoate 、 (S)-dimethylsulfonium-(p-tolylsulfinyl)methyl tetrafluoroborate 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 以53%的产率得到(+)-(1R,2S,Ss)-ethyl 1-diethylphosphono-2-p-tolylsulfinyl-3,3-²H₂-cyclopropanecarboxylate
  参考文献：
  名称：

  Asymmetric synthesis of (R)-[2,2-]-1-aminocyclopropane-1-phosphonic acid (ACPP derivative) conformationally constrained ACC analogue using a chiral sulfinyl auxiliary

  摘要：

  The asymmetric cyclopropanation of vinylphosphonate using (S)-dimethylsulfonium-(p-tolylsulfinyl)methylide was applied to obtain a dideuterated cyclopropyl sulfoxide. A three-step synthesis of enantiopure (+)-(1R)-1-amino-2,2-dideuteriocyclopropanephosphonic acid (+)-17-d(2) was developed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.024