(S)-2-{2-[2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetylamino}-3-prop-2-ynyloxy-propionic acid methyl ester | 886969-12-6

• 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: (S)-2-{2-[2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetylamino}-3-prop-2-ynyloxy-propionic acid methyl ester
• 英文别名: methyl (2S)-2-[[2-[[2-[[(3aR,5R,6S,6aR)-5-(azidomethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]acetyl]amino]acetyl]amino]-3-prop-2-ynoxypropanoate
• CAS: 886969-12-6
• 化学式: C₁₉H₂₇N₅O₉
• 分子量: 469.451
• InChiKey: FBPVLKFVFHGTIR-VJXOXNQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  145
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (S)-2-{2-[2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetylamino}-3-prop-2-ynyloxy-propionic acid methyl ester 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 24.0h， 以31%的产率得到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 ethyl ester 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 36.0h， 生成 (S)-2-{2-[2-((3aR,5R,6S,6aR)-5-Azidomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-acetylamino]-acetylamino}-3-prop-2-ynyloxy-propionic acid methyl ester
  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

文献信息

• Cu(I)-Catalyzed cycloaddition of constrained azido-alkynes: access to 12- to 17-membered monomeric triazolophanes incorporating furanoside rings
  作者：Ankur Ray、K. Manoj、Mohan M. Bhadbhade、Ranjan Mukhopadhyay、Anup Bhattacharjya

  DOI：10.1016/j.tetlet.2006.02.068

  日期：2006.4

  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.