Dimethyl 2-azido-4-(5-benzyltetrazol-2-yl)pentanedioate | 928853-04-7

• 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: Dimethyl 2-azido-4-(5-benzyltetrazol-2-yl)pentanedioate
• 英文别名: dimethyl 2-azido-4-(5-benzyltetrazol-2-yl)pentanedioate
• CAS: 928853-04-7
• 化学式: C₁₅H₁₇N₇O₄
• 分子量: 359.344
• InChiKey: OXJVPLXZXLCSDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Dimethyl 2-azido-4-(5-benzyltetrazol-2-yl)pentanedioate 在 palladium on activated charcoal 盐酸 、 硼烷四氢呋喃络合物 、 氢气 、 methyloxirane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， -10.0~20.0 ℃ 、101.33 kPa 条件下， 生成 4-(5-benzyltetrazol-2-yl)pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of new tetrazole and triazole substituted pyroglutamic acid and proline derivatives

  摘要：

  Racemic 4-(substituted-1H-1,2,3-triazol-1-yl), 4-aryl and 4-(arylmethyl)tetrazolyl-pyroglutamic and proline derivatives were synthesized from dimethyl-2,4-dibromoglutaryle 1 in good yield using mild reaction conditions. The key step for the preparation of the triazole substituted molecule was the 1,3-dipolar cycloaddition of an acetylenic compound with an azido derivative. The tetrazole derivatives were prepared by the selective N2-alkylation of 5-substituted tetrazoles with 1. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.163
• 作为产物：
  描述：

  2,4-二溴戊二酸二甲酯 在 sodium azide 、 三乙胺 作用下， 以 丙酮 为溶剂， 生成 Dimethyl 2-azido-4-(5-benzyltetrazol-2-yl)pentanedioate
  参考文献：
  名称：

  Synthesis of new tetrazole and triazole substituted pyroglutamic acid and proline derivatives

  摘要：

  Racemic 4-(substituted-1H-1,2,3-triazol-1-yl), 4-aryl and 4-(arylmethyl)tetrazolyl-pyroglutamic and proline derivatives were synthesized from dimethyl-2,4-dibromoglutaryle 1 in good yield using mild reaction conditions. The key step for the preparation of the triazole substituted molecule was the 1,3-dipolar cycloaddition of an acetylenic compound with an azido derivative. The tetrazole derivatives were prepared by the selective N2-alkylation of 5-substituted tetrazoles with 1. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.163

文献信息

• Synthesis of new tetrazole and triazole substituted pyroglutamic acid and proline derivatives
  作者：Fatimazohra Lenda、Farhate Guenoun、Jean Martinez、Frédéric Lamaty

  DOI：10.1016/j.tetlet.2006.11.163

  日期：2007.1

  Racemic 4-(substituted-1H-1,2,3-triazol-1-yl), 4-aryl and 4-(arylmethyl)tetrazolyl-pyroglutamic and proline derivatives were synthesized from dimethyl-2,4-dibromoglutaryle 1 in good yield using mild reaction conditions. The key step for the preparation of the triazole substituted molecule was the 1,3-dipolar cycloaddition of an acetylenic compound with an azido derivative. The tetrazole derivatives were prepared by the selective N2-alkylation of 5-substituted tetrazoles with 1. (c) 2006 Elsevier Ltd. All rights reserved.