(tert-Butoxycarbonyl-methyl-amino)-acetic acid 4-hydroxymethyl-2,6-dimethyl-phenyl ester | 241479-86-7

• 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: (tert-Butoxycarbonyl-methyl-amino)-acetic acid 4-hydroxymethyl-2,6-dimethyl-phenyl ester
• CAS: 241479-86-7
• 化学式: C₁₇H₂₅NO₅
• 分子量: 323.389
• InChiKey: UBOTZFZXIYKPTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  76.07
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (tert-Butoxycarbonyl-methyl-amino)-acetic acid 4-hydroxymethyl-2,6-dimethyl-phenyl ester 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 4-{4-[2-(tert-Butoxycarbonyl-methyl-amino)-acetoxy]-3,5-dimethyl-benzyl}-1-[(2R,3R)-3-[4-(4-cyano-phenyl)-thiazol-2-yl]-2-(2,4-difluoro-phenyl)-2-hydroxy-butyl]-1H-[1,2,4]triazol-4-ium; bromide
  参考文献：
  名称：

  Synthesis of novel water soluble benzylazolium prodrugs of lipophilic azole antifungals

  摘要：

  Water soluble N-benzyltriazolium or N-benzylimidazolium salt type prodrugs of several highly lipophilic triazole or imidazole antifungals have been synthesized. They were designed to undergo an enzymatic activation followed by a self-cleavage to release a parent drug. The prodrugs such as 16 had enough chemical stability and water solubility for parenteral use and were rapidly and quantitatively converted to the active substance in human plasma. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00557-7
• 作为产物：
  描述：

  4-(tert-butoxycarbonylmethylamino)acetoxy-3,5-dimethylbenzaldehyde 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到(tert-Butoxycarbonyl-methyl-amino)-acetic acid 4-hydroxymethyl-2,6-dimethyl-phenyl ester
  参考文献：
  名称：

  Synthesis of novel water soluble benzylazolium prodrugs of lipophilic azole antifungals

  摘要：

  Water soluble N-benzyltriazolium or N-benzylimidazolium salt type prodrugs of several highly lipophilic triazole or imidazole antifungals have been synthesized. They were designed to undergo an enzymatic activation followed by a self-cleavage to release a parent drug. The prodrugs such as 16 had enough chemical stability and water solubility for parenteral use and were rapidly and quantitatively converted to the active substance in human plasma. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00557-7