(S)-2-(2-(diphenylphosphino)benzamido)-3-methylbutyl 2-(diphenylphosphino)benzoate | 1220999-82-5

• 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: (S)-2-(2-(diphenylphosphino)benzamido)-3-methylbutyl 2-(diphenylphosphino)benzoate
• 英文别名: [(2S)-2-[(2-diphenylphosphanylbenzoyl)amino]-3-methylbutyl] 2-diphenylphosphanylbenzoate
• CAS: 1220999-82-5
• 化学式: C₄₃H₃₉NO₃P₂
• 分子量: 679.735
• InChiKey: POSTWWQEWFVXTH-LDLOPFEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  L-缬氨醇 、 2-二苯基膦苯甲酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以56%的产率得到(S)-2-(2-(diphenylphosphino)benzamido)-3-methylbutyl 2-(diphenylphosphino)benzoate
  参考文献：
  名称：

  Chiral, non-racemic diols, and α-amino acid-derived β-amino alcohols as templates for chiral catalysts in the Tsuji–Trost reaction

  摘要：

  A commercially available collection of beta-amino alcohols have been converted to their corresponding beta-(o-diphenylphosphino) benzoyloxy(o-diphenylphosphino) benzamides and have been employed in the Tsuji-Trost asymmetric alkylation reaction with 1,3-diphenylpropenyl acetate. The best ligand was derived from t-tert-leucinol and when applied to the asymmetric allylic alkylation reaction, yielded the product in an enantiomeric ratio of 99 5 0 5 favoring the (S)-enantiomer. (c) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.12.011
• 作为试剂：
  描述：

  1,3-二苯基-2-丙烯基乙酸酯 、 丙二酸二乙酯 在 N,O-双三甲硅基乙酰胺 、 bis(η3-allyl-μ-chloropalladium(II)) 、 (S)-2-(2-(diphenylphosphino)benzamido)-3-methylbutyl 2-(diphenylphosphino)benzoate 、 potassium acetate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以76%的产率得到(S)-diethyl 2-(1,3-diphenylallyl)malonate
  参考文献：
  名称：

  Chiral, non-racemic diols, and α-amino acid-derived β-amino alcohols as templates for chiral catalysts in the Tsuji–Trost reaction

  摘要：

  A commercially available collection of beta-amino alcohols have been converted to their corresponding beta-(o-diphenylphosphino) benzoyloxy(o-diphenylphosphino) benzamides and have been employed in the Tsuji-Trost asymmetric alkylation reaction with 1,3-diphenylpropenyl acetate. The best ligand was derived from t-tert-leucinol and when applied to the asymmetric allylic alkylation reaction, yielded the product in an enantiomeric ratio of 99 5 0 5 favoring the (S)-enantiomer. (c) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.12.011

文献信息

• Chiral, non-racemic diols, and α-amino acid-derived β-amino alcohols as templates for chiral catalysts in the Tsuji–Trost reaction
  作者：Geetanjali S. Mahadik、Shawn R. Hitchcock

  DOI：10.1016/j.tetasy.2009.12.011

  日期：2010.1

  A commercially available collection of beta-amino alcohols have been converted to their corresponding beta-(o-diphenylphosphino) benzoyloxy(o-diphenylphosphino) benzamides and have been employed in the Tsuji-Trost asymmetric alkylation reaction with 1,3-diphenylpropenyl acetate. The best ligand was derived from t-tert-leucinol and when applied to the asymmetric allylic alkylation reaction, yielded the product in an enantiomeric ratio of 99 5 0 5 favoring the (S)-enantiomer. (c) 2009 Elsevier Ltd All rights reserved