(R)-4-benzyl-3-{3-(1-methyl-1-silacyclopenatyl)propionyl}oxazolidin-2-one | 339542-70-0

• 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: (R)-4-benzyl-3-{3-(1-methyl-1-silacyclopenatyl)propionyl}oxazolidin-2-one
• CAS: 339542-70-0
• 化学式: C₁₈H₂₅NO₃Si
• 分子量: 331.487
• InChiKey: FFGLAPATMJLHSB-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸二丁硼 、 (R)-4-benzyl-3-{3-(1-methyl-1-silacyclopenatyl)propionyl}oxazolidin-2-one 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Enzymatic synthesis of enantiomerically enriched d- and l-3-silylated alanines by deracemization of dl-5-silylmethylated hydantoins

  摘要：

  The hydantoinase process was shown to be extendable to the production of highly lipophilic, silicon-containing amino acids. Two hydantoinases of different origin and stereoselectivities and one L-N-carbamoylase were used for the highly stereoselective bioconversion of (dimethyl)phenylsilyl- and 1-methyl-1-silacyclopentyl substituted alanine derivatives. The enantiomeric purities and absolute configuration of the products were determined with reference compounds that were synthesized with the aid of the Evans oxazolidinone auxiliary. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00028-3
• 作为产物：
  描述：

  3-(1-methyl-1-silacyclopentyl)propionic acid 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 生成 (R)-4-benzyl-3-{3-(1-methyl-1-silacyclopenatyl)propionyl}oxazolidin-2-one
  参考文献：
  名称：

  Enzymatic synthesis of enantiomerically enriched d- and l-3-silylated alanines by deracemization of dl-5-silylmethylated hydantoins

  摘要：

  The hydantoinase process was shown to be extendable to the production of highly lipophilic, silicon-containing amino acids. Two hydantoinases of different origin and stereoselectivities and one L-N-carbamoylase were used for the highly stereoselective bioconversion of (dimethyl)phenylsilyl- and 1-methyl-1-silacyclopentyl substituted alanine derivatives. The enantiomeric purities and absolute configuration of the products were determined with reference compounds that were synthesized with the aid of the Evans oxazolidinone auxiliary. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00028-3