(S)-4-((R)-sec-Butyl)-5,5-diphenyl-oxazolidin-2-one | 233772-36-6

• 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)-4-((R)-sec-Butyl)-5,5-diphenyl-oxazolidin-2-one
• 英文别名: (S)-4-[(R)-1-Methylpropyl]-5,5-diphenyl-2-oxazolidinone；(4S)-4-[(2R)-butan-2-yl]-5,5-diphenyl-1,3-oxazolidin-2-one
• CAS: 233772-36-6
• 化学式: C₁₉H₂₁NO₂
• 分子量: 295.381
• InChiKey: VMAPNSKUYOPBPF-PBHICJAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-4-((R)-sec-Butyl)-5,5-diphenyl-oxazolidin-2-one 在 吡啶 、 氢氟酸 作用下， 反应 31.0h， 以53%的产率得到(S)-α-(Fluorodiphenylmethyl)-α-[(R)-1-methylpropyl)-methylamine
  参考文献：
  名称：

  A synthesis of (S)-α-(fluorodiphenylmethyl)alkylamines by HF–pyridine treatment of 4-alkyl-5,5-diphenyl-oxazolidinones

  摘要：

  Treatment of enantiomerically pure (S)-4-alkyl-5,5-diphenyl-oxazolidinones, themselves derived from appropriate amino acids, with HF-pyridine (Olah's reagent) generated a range of (S)-alpha-(fluoro-diphenylmerhyl)alkylamines. These compounds represent a novel range of fluorinated chiral amines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00142-7
• 作为产物：
  描述：

  (2S,3R)-(-)-2-氨基-3-甲基-1,1-二苯基戊醇 、 氯甲酸三氯甲酯 在 三乙胺 作用下， 生成 (S)-4-((R)-sec-Butyl)-5,5-diphenyl-oxazolidin-2-one
  参考文献：
  名称：

  A short synthesis of (S)-α-(diphenylmethyl)alkyl amines from amino acids

  摘要：

  A range of (S)-alpha-(diphenylmethyl)alkyl amines were prepared from the corresponding (S)-alpha-amino acid ester hydrochlorides. These amines were derived by direct hydrogenation of their precursor oxazolidinones. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00095-6

文献信息

• Process for preparing chiral compounds
  申请人：The University Court of the University of St. Andrews

  公开号：US07126028B1

  公开（公告）日：2006-10-24

  Process for the preparation of chiral compounds of formula (I) comprising contacting a compound of formula (II) with a source of hydrogen or halide; wherein A is a chiral center; X is selected from oxygen, sulphur and nitrogen; n is selected from 0 and 1 and is equal to the valence of X less 2; B is a fragment CR 3 2; Z is hydrogen or halogen; with the proviso that when X is nitrogen, n is 1, one of R 1 and two of R 2 are hydrogen, BZ is CHPh 2, the other R 1 and R 2 do not form together a five membered heterocyclic (pyrrolidone) ring; novel intermediates, novel compounds, polymers and libraries thereof and the use thereof as fine chemicals, and compositions thereof.

  制备式(I)手性化合物的过程包括将式(II)化合物与氢或卤素源接触；其中A是手性中心；X选择氧、硫或氮；n选择0和1，并等于X的价数减去2；B是片段CR 3 2；Z是氢或卤素；但当X为氮时，n为1，其中一个R 1 和两个R 2 是氢，BZ为CHPh 2，另一个R 1 和R 2 不形成五元杂环（吡咯烷酮）环；新的中间体、新的化合物、聚合物及其库以及作为精细化学品和其组成物的用途。
• PROCESS FOR PREPARING CHIRAL COMPOUNDS
  申请人：The University Court of the University of St Andrews

  公开号：EP1135349B1

  公开（公告）日：2005-04-06
• US7126028B1
  申请人：——

  公开号：US7126028B1

  公开（公告）日：2006-10-24
• [EN] PROCESS FOR PREPARING CHIRAL COMPOUNDS<br/>[FR] TECHNIQUE DE PREPARATION DE COMPOSES CHIRAUX
  申请人：UNIV DURHAM

  公开号：WO2000034210A1

  公开（公告）日：2000-06-15

  Process for the preparation of chiral compounds of formula (I) comprising contacting a compound of formula (II) with a source of hydrogen or halide; wherein A is a chiral centre; X is selected from oxygen, sulphur and nitrogen; n is selected from 0 and 1 and is equal to the valence of X less 2; B is a fragment CR32; Z is hydrogen or halogen; with the proviso that when X is nitrogen, n is 1, one of R1 and two of R2 are hydrogen, BZ is CHPh¿2?, the other R?1 and R2¿ do not form together a five membered heterocyclic (pyrrolidone) ring; novel intermediates, novel compounds, polymers and libraries thereof and the use thereof as fine chemicals, and compositions thereof.
• A synthesis of (S)-α-(fluorodiphenylmethyl)alkylamines by HF–pyridine treatment of 4-alkyl-5,5-diphenyl-oxazolidinones
  作者：David O'Hagan、Frederique Royer、Mustafa Tavasli

  DOI：10.1016/s0957-4166(00)00142-7

  日期：2000.5

  Treatment of enantiomerically pure (S)-4-alkyl-5,5-diphenyl-oxazolidinones, themselves derived from appropriate amino acids, with HF-pyridine (Olah's reagent) generated a range of (S)-alpha-(fluoro-diphenylmerhyl)alkylamines. These compounds represent a novel range of fluorinated chiral amines. (C) 2000 Elsevier Science Ltd. All rights reserved.