(2S)-2-benzyloxymethyl-1-(4-methylphenylsulfonyl)pyrrolidin-4-one | 905859-13-4

• 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: (2S)-2-benzyloxymethyl-1-(4-methylphenylsulfonyl)pyrrolidin-4-one
• 英文别名: (5S)-1-(4-methylphenyl)sulfonyl-5-(phenylmethoxymethyl)pyrrolidin-3-one
• CAS: 905859-13-4
• 化学式: C₁₉H₂₁NO₄S
• 分子量: 359.446
• InChiKey: RTTKDVBKKOCPSG-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S)-2-benzyloxymethyl-1-(4-methylphenylsulfonyl)pyrrolidin-4-one 在 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 (4S)-3-(4-methylphenyl)sulfonyl-4-(phenylmethoxymethyl)-1,3-oxazinan-6-one
  参考文献：
  名称：

  Synthesis of Pipecolic Acid and Baikiain

  摘要：

  A straightforward synthesis of pipecolic acid and baikiain was achieved from trans-(2S,4R)-4-hydroxyproline via the key steps of regioselective Baeyer-Villiger reaction and ring-closing metathesis.

  DOI：

  10.3987/com-06-10874
• 作为产物：
  描述：

  (2S,4R)-1-(4-methylphenyl)sulfonyl-2-hydroxymethyl-4-(t-butyldimethylsilanyloxy)pyrrolidine 在 jones reagent 、 sodium hydride 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 20.33h， 生成 (2S)-2-benzyloxymethyl-1-(4-methylphenylsulfonyl)pyrrolidin-4-one
  参考文献：
  名称：

  Synthesis of Pipecolic Acid and Baikiain

  摘要：

  A straightforward synthesis of pipecolic acid and baikiain was achieved from trans-(2S,4R)-4-hydroxyproline via the key steps of regioselective Baeyer-Villiger reaction and ring-closing metathesis.

  DOI：

  10.3987/com-06-10874

文献信息

• Synthesis of (2R,3S,4S)-4-aryl-3-hydroxyprolinols
  作者：Meng-Yang Chang、Chun-Yu Lin、Tsun-Cheng Wu

  DOI：10.1016/j.tet.2006.10.002

  日期：2006.12

  Synthesis of (2R,3S,4S)-4-aryl-3-hydroxyprolinols has been established starting from 2-benzyloxymethylpyrrolidin-2-one framework, which is derived from commercially available trans-(2S,4R)-4-hydroxyproline. The single diastereorner having a trans-cis relative configuration with C-2 and C-3 and C-3 and C-4 is constructed in two one-pot functional group transformations of Grignard addition/dehydration and epoxidation/isomerization as the key steps in moderate yield. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of Pipecolic Acid and Baikiain
  作者：Meng-Yang Chang、Yung-Hua Kung、Tsun-Cheng Wu

  DOI：10.3987/com-06-10874

  日期：——

  A straightforward synthesis of pipecolic acid and baikiain was achieved from trans-(2S,4R)-4-hydroxyproline via the key steps of regioselective Baeyer-Villiger reaction and ring-closing metathesis.