Ethyl 5-methyl-3-(phenylmethoxycarbonylamino)hexanoate | 127137-06-8

• 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: Ethyl 5-methyl-3-(phenylmethoxycarbonylamino)hexanoate
• CAS: 127137-06-8
• 化学式: C₁₇H₂₅NO₄
• 分子量: 307.39
• InChiKey: UHCSRXHXALUVAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  [(1-乙氧基乙烯基)氧基]三甲基硅烷 、 (1-benzenesulfonylisopentyl)carbamic acid benzyl ester 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以77%的产率得到Ethyl 5-methyl-3-(phenylmethoxycarbonylamino)hexanoate
  参考文献：
  名称：

  TiCl4-promoted addition of nucleophiles to open chain α-amidoalkylphenyl sulfones

  摘要：

  Linear alpha-amidoalkylphenyl sulfones are converted into the corresponding N-acyliminium ions by treatment with TiCl4 at low temperature and then made to react with different nucleophiles such as allyltrimethylsilane, silyl ketene acetal, anisole and thiophene. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.031

文献信息

• A General Method for the Preparation of β-Aminoesters
  作者：Alan R. Katritzky、Konstantina Yannakopoulou

  DOI：10.1055/s-1989-27381

  日期：——

  3-Dialkylamino (3) and 3-benzyloxycarbonylamino (6) esters are prepared by the Reformatsky reaction of 1-dialkylamino-(1) and 1-benzyloxycarbonylamino-(5) 1-(1-benzotriazolyl)alkanes with ethyl 2-bromoalkanoates. Compounds 1 and 5 are obtained by the condensation of benzotriazole, an aldehyde, and a secondary amine or benzyl carbamate. The procedure can be performed by as a one-pot reaction from benzotriazole.

  通过 1-二烷基氨基-(1)和 1-苄氧羰基氨基-(5)1-(1-苯并三唑基)烷与 2-溴烷酸乙酯的 Reformatsky 反应制备 3-二烷基氨基 (3) 和 3-苄氧羰基氨基 (6)酯。化合物 1 和 5 由苯并三唑、醛和仲胺或氨基甲酸苄酯缩合而成。该过程可通过苯并三唑的一次反应完成。
• Reaction of α-amidoalkylphenyl sulfones with Reformatsky reagents. A new entry to β-amino esters
  作者：Tiziana Mecozzi、Marino Petrini

  DOI：10.1016/s0040-4039(00)00245-8

  日期：2000.4

  The reaction of Reformatsky reagents with α-amidoalkylphenyl sulfones proceeds in dichloromethane at room temperature leading to the synthesis of the corresponding β-amino esters in good yields. The procedure presents syn stereoselectivity and can be also extended to Reformatsky reagents based on γ-bromocrotonates.

  Reformatsky试剂与α-酰胺基烷基苯基砜的反应在室温下于二氯甲烷中进行，从而以高收率合成了相应的β-氨基酯。该方法具有同构立体选择性，也可以扩展到基于γ-溴巴豆酸盐的Reformatsky试剂。
• KATRITZKY, ALAN R.;YANNAKOPOULOU, KONSTANTINA, SYNTHESIS,(1989) N0, C. 747-751
  作者：KATRITZKY, ALAN R.、YANNAKOPOULOU, KONSTANTINA

  DOI：——

  日期：——