(4R)-2,2-dimethyl-4-(3-trimethylsilanylprop-1-ynyl)-oxazolidine-3-carboxylic acid tert-butyl ester | 890049-71-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4R)-2,2-dimethyl-4-(3-trimethylsilanylprop-1-ynyl)-oxazolidine-3-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (4R)-2,2-dimethyl-4-(3-trimethylsilylprop-1-ynyl)-1,3-oxazolidine-3-carboxylate
• CAS: 890049-71-5
• 化学式: C₁₆H₂₉NO₃Si
• 分子量: 311.497
• InChiKey: UWXKCZXPCYOPDJ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4R)-2,2-dimethyl-4-(3-trimethylsilanylprop-1-ynyl)-oxazolidine-3-carboxylic acid tert-butyl ester 在 Pd-BaSO₄ 喹啉 、 氢气 、 三氟乙酸 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 32.0~50.0 ℃ 、5.07 MPa 条件下， 反应 20.0h， 生成 ((Z)-(R)-1-hydroxymethyl-4-trimethylsilanyl-but-2-enyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  New unsaturated amino acids containing an allylsilane moiety on the lateral chain

  摘要：

  New enantiomerically enriched polyfunctionalized allylsilanes have been obtained from the synthetic elaboration of naturally occurring serine. In particular, an oxazolidine bearing an allylsilane framework on the lateral chain proved to be a suitable precursor for the corresponding silylated vinyl glycine derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.02.017
• 作为产物：
  描述：

  溴乙基三甲基硅烷 、 (R)-2,2-二甲基-3-(n-boc)-4-乙炔噁唑啉 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到(4R)-2,2-dimethyl-4-(3-trimethylsilanylprop-1-ynyl)-oxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  New unsaturated amino acids containing an allylsilane moiety on the lateral chain

  摘要：

  New enantiomerically enriched polyfunctionalized allylsilanes have been obtained from the synthetic elaboration of naturally occurring serine. In particular, an oxazolidine bearing an allylsilane framework on the lateral chain proved to be a suitable precursor for the corresponding silylated vinyl glycine derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.02.017

文献信息

• New unsaturated amino acids containing an allylsilane moiety on the lateral chain
  作者：Gianna Reginato、Alessandro Mordini、Patrick Meffre、Alice Tenti、Michela Valacchi、Kevin Cariou

  DOI：10.1016/j.tetasy.2006.02.017

  日期：2006.3

  New enantiomerically enriched polyfunctionalized allylsilanes have been obtained from the synthetic elaboration of naturally occurring serine. In particular, an oxazolidine bearing an allylsilane framework on the lateral chain proved to be a suitable precursor for the corresponding silylated vinyl glycine derivatives. (c) 2006 Elsevier Ltd. All rights reserved.