[2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetic acid | 886969-11-5

• 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: [2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetic acid
• CAS: 886969-11-5
• 化学式: C₁₂H₁₈N₄O₇
• 分子量: 330.298
• InChiKey: DYPZROYIXUNNKM-PZNDFVKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.24
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  152.08
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetic acid 在 copper(II) sulfate 、 sodium ascorbate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 41.0h， 生成 methyl (3R,5R,9R,10S,18S)-7,7-dimethyl-13,16-dioxo-4,6,8,11,20-pentaoxa-1,14,17,23,24-pentazatetracyclo[20.2.1.03,10.05,9]pentacosa-22(25),23-diene-18-carboxylate
  参考文献：
  名称：

  Cu(I)-Catalyzed cycloaddition of constrained azido-alkynes: access to 12- to 17-membered monomeric triazolophanes incorporating furanoside rings

  摘要：

  A strained monomeric 12-membered triazolophane was formed by the Cu(I)-catalyzed intramolecular cycloaddition of an azide to an alkyne having a constrained tether incorporating ail aromatic ring and a furanoside ring. Similar cycloadditions of azido-alkynes having ester, furanoside and peptidic tethers led to the formation of monomeric triazolophanes of higher ring sizes. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.068
• 作为产物：
  描述：

  ((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetic acid 在 lithium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 [2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetic acid
  参考文献：
  名称：

  Cu(I)-Catalyzed cycloaddition of constrained azido-alkynes: access to 12- to 17-membered monomeric triazolophanes incorporating furanoside rings

  摘要：

  A strained monomeric 12-membered triazolophane was formed by the Cu(I)-catalyzed intramolecular cycloaddition of an azide to an alkyne having a constrained tether incorporating ail aromatic ring and a furanoside ring. Similar cycloadditions of azido-alkynes having ester, furanoside and peptidic tethers led to the formation of monomeric triazolophanes of higher ring sizes. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.068