cyclohexyl 2-acetamido-4,6-O-benzylidene-3-(1-{4-[2-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoyloxy)ethyl]piperazyl})-2,3-dideoxy-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cyclohexyl 2-acetamido-4,6-O-benzylidene-3-(1-{4-[2-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoyloxy)ethyl]piperazyl})-2,3-dideoxy-β-D-glucopyranoside
• 英文别名: 2-[4-[(4aR,6R,7R,8R,8aS)-7-acetamido-6-cyclohexyloxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl]piperazin-1-yl]ethyl 4-[4-[bis(2-chloroethyl)amino]phenyl]butanoate
• 化学式: C₄₁H₅₈Cl₂N₄O₇
• 分子量: 789.84
• InChiKey: LIDPAWSRXJQVST-SAGFURNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  54
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  cyclohexyl 2-acetamido-4,6-O-benzylidene-3-(1-{4-[2-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoyloxy)ethyl]piperazyl})-2,3-dideoxy-β-D-glucopyranoside 在 盐酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 2.0h， 以91%的产率得到cyclohexyl 2-acetamido-3-(1-{4-[2-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoyloxy)ethyl]piperazyl})-2,3-dideoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Alkylating agents from sugars. Stereoselective synthesis of 2,3-diaminoglucoses from 2-nitroalkenes, as intermediates in the synthesis of carriers of chlorambucil

  摘要：

  The synthesis of alkyl 2,3-diamino and alkyl 2-amino-3-thioglucopyranosides from alkyl 2-nitrosugar derivatives and amines or thiols is described. The reaction takes place through a 2-nitroalkene in good yield and with high stereoselectivity. The bonding of alkyl 2,3-diaminoglucopyranosides to chlorambucil via a spacer arm and an ester function is also described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00510-4
• 作为产物：
  描述：

  (4aR,6R,8aS)-6-Cyclohexyloxy-7-nitro-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine 在 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 sodium methylate 、 N,N'-二环己基碳二亚胺 、 cobalt(II) chloride 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 cyclohexyl 2-acetamido-4,6-O-benzylidene-3-(1-{4-[2-(4-{4-[bis(2-chloroethyl)amino]phenyl}butanoyloxy)ethyl]piperazyl})-2,3-dideoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Alkylating agents from sugars. Stereoselective synthesis of 2,3-diaminoglucoses from 2-nitroalkenes, as intermediates in the synthesis of carriers of chlorambucil

  摘要：

  The synthesis of alkyl 2,3-diamino and alkyl 2-amino-3-thioglucopyranosides from alkyl 2-nitrosugar derivatives and amines or thiols is described. The reaction takes place through a 2-nitroalkene in good yield and with high stereoselectivity. The bonding of alkyl 2,3-diaminoglucopyranosides to chlorambucil via a spacer arm and an ester function is also described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00510-4