(S)-3-叠氮基-1-苯基-1-丙醇 | 357434-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (S)-3-叠氮基-1-苯基-1-丙醇
• 英文名称: (S)-3-azido-1-phenyl-1-propanol
• 英文别名: (S)-3-azido-1-phenylpropan-1-ol；(1S)-3-azido-1-phenylpropan-1-ol
• CAS: 357434-40-3
• 化学式: C₉H₁₁N₃O
• 分子量: 177.206
• InChiKey: LLAUTEBALZSNHB-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-叠氮基-1-苯基-1-丙醇 在 palladium (Pd) nanoparticles 作用下， 以 aq. phosphate buffer 为溶剂， 反应 4.0h， 以92%的产率得到(S)-3-氨基-1-苯基-1-丙醇
  参考文献：
  名称：

  A Green approach towards the synthesis of chiral alcohols using functionalized alginate immobilized Saccharomyces cerevisiae cells

  摘要：

  The stereochemistry of the drug molecule is gaining greater therapeutic importance and thus much attention was drawn in synthesis of chiral compounds by the pharmaceutical industry. In this study Saccharomyces cerevisiae cells immobilized on functionalized alginate beads, catalyze the bio-reduction of prochiral ketones 1a-12a to their corresponding chiral alcohols 1b-12b in higher yields of 60-99% and.excellent optical purity 75-97%. The synthesized chiral azido alcohols 10b-12b were further subjected to hydrogenation using Palladium(Pd) nanoparticles (<= 5 nm), to obtain chiral amino alcohols 10c-12c of therapeutic importance. Thus, a simple, green and inexpensive continuous chemo-enzymatic process has been developed in the synthesis of chiral alcohols/amino alcohols to enhance the scope of the methodology towards industrial application. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2016.10.016
• 作为产物：
  描述：

  3-azido-1-phenylpropan-1-one 在 yeast strain Aureobasidium pullulans CQA 作用下， 反应 48.0h， 以98%的产率得到
  参考文献：
  名称：

  Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones

  摘要：

  DOI：

  10.1016/j.molcatb.2014.01.022

文献信息

• Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification
  作者：Ahmed Kamal、M. Shaheer Malik、Ahmad Ali Shaik、Shaik Azeeza

  DOI：10.1016/j.tetasy.2008.03.028

  日期：2008.5

  An enantioselective synthesis of chiral gamma-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing gamma-azidoalcohols in high enantiomeric excess. (C) 2008 Elsevier Ltd. All rights reserved.
• [3H]-(R)-NPTS, a radioligand for the type 1 glycine transporter
  作者：John A. Lowe、Susan E. Drozda、Katherine Fisher、Christine Strick、Lorraine Lebel、Christopher Schmidt、Donna Hiller、Kathleen S. Zandi

  DOI：10.1016/s0960-894x(03)00126-4

  日期：2003.4

  The synthesis of NPTS, 6, a potent inhibitor of the type I glycine transporter (GlyT1) is described, as well as preparation of 6 in optically active and tritiated form for use as a radioligand for affinity displacement assay of GlyT1. (C) 2003 Elsevier Science Ltd. All rights reserved.
• HETEROARYLHETEROALKYLAMINE DERIVATIVES AND THEIR USE AS INHIBITORS OF NITRIC OXIDE SYNTHASE
  申请人：AstraZeneca AB

  公开号：EP1414802B1

  公开（公告）日：2006-04-26
• Heteroarylheteroalkylamine derivatives and their use as inhibitors of nitric oxide synthase
  申请人：——

  公开号：US20040176422A1

  公开（公告）日：2004-09-09

  There are provided novel compounds of formula (I), wherein R 1 , R 2 , R 3 , Q, T, U, X, Y, V and W are as defined in the specification, and pharmaceutically acceptable salts thereof, and enantiomers and racemates thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of nitric oxide synthase and are thereby particularly useful in the treatment or prophylaxis of inflammatory disease and pain.