((2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-{2-[6-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-2-oxo-ethyl}-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester | 251904-31-1

• 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: ((2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-{2-[6-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-2-oxo-ethyl}-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester
• CAS: 251904-31-1
• 化学式: C₅₁H₅₆NO₈PSi
• 分子量: 870.067
• InChiKey: JUJFXENIKPPJPK-XUWWFQPISA-N

反应信息

• 作为反应物：
  描述：

  ((2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-{2-[6-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-2-oxo-ethyl}-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester 在 硫酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 对二甲苯 为溶剂， 反应 2.0h， 生成 (5R,6S)-6-((R)-1-Allyloxycarbonyloxy-ethyl)-3-(6-methanesulfonyloxymethyl-naphthalen-2-yl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester
  参考文献：
  名称：

  2-Naphthylcarbapenems: Broad spectrum antibiotics with enhanced potency against MRSA

  摘要：

  A regioisomeric set of 2-naphthylcarbapenems featuring cationic substituents was synthesized. Optimal placement of the cationic group was found to markedly improve activity against methicillin-resistant staphylococci while maintaining a good spectrum of gram-negative activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00500-4
• 作为产物：
  描述：

  、 [(3S,4R)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-oxo-4-(pyridin-2-ylsulfanylcarbonylmethyl)-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester 以 四氢呋喃 为溶剂， 以98%的产率得到((2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-{2-[6-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-2-oxo-ethyl}-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester
  参考文献：
  名称：

  2-Naphthylcarbapenems: Broad spectrum antibiotics with enhanced potency against MRSA

  摘要：

  A regioisomeric set of 2-naphthylcarbapenems featuring cationic substituents was synthesized. Optimal placement of the cationic group was found to markedly improve activity against methicillin-resistant staphylococci while maintaining a good spectrum of gram-negative activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00500-4