ethyl N-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]carbamate | 597581-29-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: ethyl N-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]carbamate
• CAS: 597581-29-8
• 化学式: C₁₀H₁₅NO₃S
• 分子量: 229.3
• InChiKey: DFSPOTVCIGVUOC-QMMMGPOBSA-N

物化性质

• 沸点：
  404.0±40.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  86.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl N-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]carbamate 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 9.5h， 生成 度洛西汀
  参考文献：
  名称：

  Chemoenzymatic synthesis of duloxetine and its enantiomer: lipase-catalyzed resolution of 3-hydroxy-3-(2-thienyl) propanenitrile

  摘要：

  An efficient and facile chemoenzymatic synthesis of duloxetine by lipase mediated resolution of 3-hydroxy-3-(2-thienyl)propanenitrile has been achieved. This process also describes an en antioconvergent synthesis of duloxetine via a Mitsunobu reaction. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00945-6
• 作为产物：
  描述：

  2-氯乙酰噻吩 在 sodium tetrahydroborate 、 phosphate buffer 、 dimethyl sulfide borane 、 immobilised lipase from Pseudomonas cepacia 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 异丙醚 、 水 为溶剂， 反应 21.0h， 生成 ethyl N-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]carbamate
  参考文献：
  名称：

  Chemoenzymatic synthesis of duloxetine and its enantiomer: lipase-catalyzed resolution of 3-hydroxy-3-(2-thienyl) propanenitrile

  摘要：

  An efficient and facile chemoenzymatic synthesis of duloxetine by lipase mediated resolution of 3-hydroxy-3-(2-thienyl)propanenitrile has been achieved. This process also describes an en antioconvergent synthesis of duloxetine via a Mitsunobu reaction. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00945-6

文献信息

• SUBSTITUTED ARYLOXYPROPYLAMINES WITH SEROTONINERGIC AND/OR NOREPINEPHRINERGIC ACTIVITY
  申请人：Gant G. Thomas

  公开号：US20070155820A1

  公开（公告）日：2007-07-05

  Chemical syntheses and medical uses of novel inhibitors of the uptake of monoamine neurotransmitters and pharmaceutically acceptable salts and prodrugs thereof, for the treatment and/or management of psychotropic disorders, anxiety disorder, generalized anxiety disorder, depression, post-traumatic stress disorder, obsessive-compulsive disorder, panic disorder, hot flashes, senile dementia, migraine, hepatopulmonary syndrome, chronic pain, nociceptive pain, neuropathic pain, painful diabetic retinopathy, bipolar depression, obstructive sleep apnea, psychiatric disorders, premenstrual dysphoric disorder, social phobia, social anxiety disorder, urinary incontinence, anorexia, bulimia nervosa, obesity, ischemia, head injury, calcium overload in brain cells, drug dependence, and/or premature ejaculation are described.