(R)-7-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-hydroxymethyl-5,5,8-trioxo-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester | 320715-10-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-7-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-hydroxymethyl-5,5,8-trioxo-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester
• 英文别名: (R)-7-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-hydroxymethyl-5,5,8-trioxo-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester
• CAS: 320715-10-4
• 化学式: C₁₈H₂₅NO₈S
• 分子量: 415.464
• InChiKey: GFBYSHUVCBPQQT-OCOPJHETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.44
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  127.28
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (R)-7-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-hydroxymethyl-5,5,8-trioxo-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 在 sodium carbonate 、 三乙胺 作用下， 反应 24.0h， 生成 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-hydroxyacetyl-1-methoxy-10-[2,3,6-trideoxy-3-[[4-tert-butoxycarbonyl-7(Z)-tert-butoxycarbonylmethylene-1,1-dioxo-ceph-3-em-3-yl]methoxycarbonylamino]-α-L-lyxo-hexopyranosyl]oxy-5,12-naphtacenedione
  参考文献：
  名称：

  Doxorubicin prodrug on the basis of tert -butyl cephalosporanate sulfones

  摘要：

  Doxorubicin-cephalosporin prodrug adapted to the development of elastases for the liberation of parent drug was synthesized on the basis of cephalosporanate sulfone esters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.071
• 作为产物：
  描述：

  Z-3-bromomethyl-7-(tert-butoxycarbonylmethylene)deacetoxycephalosporanic acid sulfone tert-butyl ester 在 水 作用下， 生成 (R)-7-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-hydroxymethyl-5,5,8-trioxo-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Doxorubicin prodrug on the basis of tert -butyl cephalosporanate sulfones

  摘要：

  Doxorubicin-cephalosporin prodrug adapted to the development of elastases for the liberation of parent drug was synthesized on the basis of cephalosporanate sulfone esters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.071