[(S)-2-Benzyloxy-prop-(E)-ylidene]-(4-methoxy-phenyl)-amine | 141781-22-8

• 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: [(S)-2-Benzyloxy-prop-(E)-ylidene]-(4-methoxy-phenyl)-amine
• CAS: 141781-22-8
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: RBTDZYFIYMSLNB-QCUKBLKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  30.82
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Thioisobutyric acid S-pyridin-2-yl ester 、 [(S)-2-Benzyloxy-prop-(E)-ylidene]-(4-methoxy-phenyl)-amine 在 四氯化钛 、 三乙胺 作用下， 生成 1-(4-methoxyphenyl)-3,3-dimethyl-4-<1-(phenylmethoxy)ethyl>azetidin-2-one
  参考文献：
  名称：

  Stereoselective synthesis of .beta.-lactams by condensation of titanium enolates of 2-pyridyl thioesters with imines

  摘要：

  A mild and versatile one-pot synthesis of beta-lactams has been performed by condensation of the easily generated titantium enolates of 2-pyridyl thioesters with imines employing chiral reaction partners. Both imines obtained from enantiomerically pure alkoxy aldehydes and the enolate derived from 3-hydroxybutyrate showed high diastereofacial preferences, efficiently transferring the stereochemical information to the stereocenters of the azetidinone ring. Advanced precursors of (+)-PS-5, (+)-PS-6, thienamycin, and 1-beta-methylthienamycin were prepared to illustrate the potential of this method. A H-1-NMR study of the enolization process and a tentative rationalization of the stereochemical results are presented.

  DOI：

  10.1021/jo00041a019
• 作为产物：
  描述：

  (S)-2-苄氧基丙醛 、 甲氧苯胺 生成 [(S)-2-Benzyloxy-prop-(E)-ylidene]-(4-methoxy-phenyl)-amine
  参考文献：
  名称：

  通过将2-吡啶基硫酯钛烯酸酯添加到手性亚胺中，高度非对映选择性地合成β-内酰胺

  摘要：

  将2-吡啶基硫酯的钛烯醇盐添加到衍生自烷氧基醛的手性亚胺中，可以很好地控制非对映表面，从而轻松获得重要的碳青霉烯类抗生素。

  DOI：

  10.1016/s0040-4039(00)91874-4

文献信息

• $g(b)-LACTAM COMPOUNDS AND PROCESS FOR THEIR PREPARATION
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP0271586A1

  公开（公告）日：1988-06-22

  β-Lactam compounds represented by general formula (1), wherein R1 and R2 are unified to form an oxygen atom or, when one of them represents a hydrogen atom, the other represents a hydroxy group or a protected hydroxy group, R3 represents a hydrogen atom or a protective group for a hydroxy group, and R4 represents a hydrogen atom or a protective group for an amino group and a process for their preparation. The compounds are useful as starting materials for synthesizing carbapenem antibiotics.

  由通式（1）表示的β-内酰胺化合物，其中 R1 和 R2 合二为一形成一个氧原子，或者当其中一个代表氢原子时，另一个代表羟基或受保护的羟基，R3 代表氢原子或羟基的保护基团，R4 代表氢原子或氨基的保护基团及其制备方法。这些化合物可用作合成碳青霉烯类抗生素的起始原料。
• A new multicomponent synthesis of 1,2,3,4-tetrahydroquinolines
  作者：Rita Annunziata、Mauro Cinquini、Franco Cozzi、Valentina Molteni、Olaf Schupp

  DOI：10.1016/s0040-4020(97)00594-2

  日期：1997.7

  The synthesis of a variety of differently substituted 1,2,3,4-tetrahydroquinolines by a new three-component reaction involving an imine (Ar-N=CHR), an a-branched and enolizable aldehyde ((RRCHCHO)-R-1-C-2), and a nucleophile (ROH, ArSH, ArNH2, H2O) is described. The in situ generation of the imine (that allows a four-component process), and the reactions of an enantiomerically pure imine and/or aldehyde were also studied. A short discussion of the reaction mechanism is reported. (C) 1997 Elsevier Science Ltd.