(3aR,5R,6S,6aR)-5-(azidomethyl)-2,2-dimethyl-6-[(2-prop-2-ynoxyphenyl)methoxy]-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole | 886969-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3aR,5R,6S,6aR)-5-(azidomethyl)-2,2-dimethyl-6-[(2-prop-2-ynoxyphenyl)methoxy]-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• CAS: 886969-05-7
• 化学式: C₁₈H₂₁N₃O₅
• 分子量: 359.382
• InChiKey: WMYGIKCKPJPHAN-YYIAUSFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3aR,5R,6S,6aR)-5-(azidomethyl)-2,2-dimethyl-6-[(2-prop-2-ynoxyphenyl)methoxy]-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 24.0h， 以35%的产率得到(3R,5R,9R,10S)-7,7-dimethyl-4,6,8,11,19-pentaoxa-1,22,23-triazapentacyclo[19.2.1.03,10.05,9.013,18]tetracosa-13,15,17,21(24),22-pentaene
  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：

  2-(2-丙炔氧基)苯甲醛 在 sodium hydroxide 、 sodium tetrahydroborate 、 三溴化磷 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 20.0h， 生成 (3aR,5R,6S,6aR)-5-(azidomethyl)-2,2-dimethyl-6-[(2-prop-2-ynoxyphenyl)methoxy]-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
  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.