二苯并[b,k][1,4,7,10,13,16]六噁环十八英,6,7,9,10,17,18,20,21-八氢-2,13(或2,14)-二戊基-(9CI) | 127127-62-2

• 中文名称: 二苯并[b,k][1,4,7,10,13,16]六噁环十八英,6,7,9,10,17,18,20,21-八氢-2,13(或2,14)-二戊基-(9CI)
• 英文名称: (3R,4R)-3-isopropyl-4-acetoxy-2-azetidinone
• 英文别名: [(2R,3R)-4-oxo-3-propan-2-ylazetidin-2-yl] acetate
• CAS: 127127-62-2
• 化学式: C₈H₁₃NO₃
• 分子量: 171.196
• InChiKey: HPSUIEBVDOKXPY-POYBYMJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3R,4S)-3-isopropyl-4-<(S)-1-<(tert-butyldimethylsilyl)oxy>phenylmethyl>-2-azetidinone 在 lead(IV) acetate 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 91.0h， 生成 二苯并[b,k][1,4,7,10,13,16]六噁环十八英,6,7,9,10,17,18,20,21-八氢-2,13(或2,14)-二戊基-(9CI)
  参考文献：
  名称：

  .beta.-Lactams from ester enolates and silylimines: enantioselective synthesis of the trans-carbapenem antibiotics (+)-PS-5 and (+)-PS-6

  摘要：

  A new synthetic route to the antibiotics (+)-PS-5 and (+)-PS-6 is described. The preparation involves a fully stereocontrolled reaction between the enantiomerically pure N-trimethylsilylimine of lactic or mandelic aldehyde and the lithium enolate of the tert-butyl butanoate or tert-butyl isovalerate, respectively. Conversion of the azetidinones obtained to 4-acetoxy derivatives via oxidative cleavage of the hydroxyethyl or hydroxybenzyl side chain and introduction of the necessary appendage in the position 4 of the azetidinone ring, followed by assemblage of the bicyclic ring system, afforded the natural trans-carbapenems (+)-PS-5 and (+)-PS-6.

  DOI：

  10.1021/jo00021a007

文献信息

• Ketoreductase Polypeptides for the Production of Azetidinone
  申请人：Campopiano Onorato

  公开号：US20090162909A1

  公开（公告）日：2009-06-25

  The present disclosure provides engineered ketoreductase enzymes having improved properties as compared to a naturally occurring wild-type ketoreductase enzyme. Also provided are polynucleotides encoding the engineered ketoreductase enzymes, host cells capable of expressing the engineered ketoreductase enzymes, and methods of using the engineered ketoreductase enzymes to synthesize a variety of chiral compounds.

  本公开提供了经过改良的酮还原酶酶，其性能比自然存在的野生型酮还原酶酶有所提高。还提供了编码经过改良的酮还原酶酶的多核苷酸，能够表达经过改良的酮还原酶酶的宿主细胞，以及使用经过改良的酮还原酶酶合成各种手性化合物的方法。
• NEW TRINEM ANTIBIOTICS AND INHIBITORS OF BETA-LACTAMASES
  申请人：Plantan Ivan

  公开号：US20110166118A1

  公开（公告）日：2011-07-07

  The present invention relates to a compound of Formula (I) in particular compounds of formula (Ia), the use of a therapeutically effective amount of one or more compounds of formula (I) or (Ia) as a broad-spectrum antibiotic and the use of a pharmaceutical composition comprising said compounds for the treatment of bacterial infections in humans or animals.

  本发明涉及一种式子(I)的化合物，特别是式子(Ia)的化合物，其中使用一种或多种式子(I)或(Ia)的治疗有效量作为广谱抗生素，以及使用包含这些化合物的药物组合物治疗人类或动物的细菌感染。
• COSSIO, FERNANDO P.;ODRIOZOLA, JOSE M.;OIARBIDE, MIKEL;PALOMO, CLAUDIO, J. CHEM. SOC. CHEM. COMMUN.,(1989) N, C. 74-76
  作者：COSSIO, FERNANDO P.、ODRIOZOLA, JOSE M.、OIARBIDE, MIKEL、PALOMO, CLAUDIO

  DOI：——

  日期：——
• Usage of Poly-3-Hydroxybutyrates in Preparation of Beta-Lactam Compounds
  申请人：Lu Weichuan

  公开号：US20090088566A1

  公开（公告）日：2009-04-02

  The present invention discloses the usage of Poly-3-hydroxybutyrates P(3HB) in preparation of β-lactam compounds and the method for the preparation of β-lactam compounds of formula (I) using Poly-3-hydroxybutyrates P(3HB) as followed: wherein: R is R 1 , R 2 , R 3 are lower linear or branched C 1 -C 4 alkyl. It is convenient to synthesize the said compound of formula (I) with the present method. Compared with the previous ones, the present method has less steps and higher yields. Meanwhile, it also avoids the use of the reagents of the environmental for pollution and high cost, so as to reduce the cost and pollution
• US7883879B2
  申请人：——

  公开号：US7883879B2

  公开（公告）日：2011-02-08