(3aR,3bS,6aR,7aR)-tetrahydro-2,2,5,5-tetramethyl-6aH-cyclopenta[1,2-d:3,4-d']bis[1,3]dioxole-6a-methanol | 288589-55-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,3bS,6aR,7aR)-tetrahydro-2,2,5,5-tetramethyl-6aH-cyclopenta[1,2-d:3,4-d']bis[1,3]dioxole-6a-methanol
• 英文别名: [(1R,2S,6S,8R)-4,4,10,10-tetramethyl-3,5,9,11-tetraoxatricyclo[6.3.0.02,6]undecan-6-yl]methanol
• CAS: 288589-55-9
• 化学式: C₁₂H₂₀O₅
• 分子量: 244.288
• InChiKey: MUNIPKLQXVTAFX-XBWDGYHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (3aR,3bS,6aR,7aR)-tetrahydro-2,2,5,5-tetramethyl-6aH-cyclopenta[1,2-d:3,4-d']bis[1,3]dioxole-6a-methanol 在 吡啶 作用下， 以93%的产率得到(3aR,3bS,6aR,7aR)-tetrahydro-2,2,5,5-tetramethyl-6aH-cyclopenta[1,2-d:3,4-d']bis[1,3]dioxole-6a-methyl acetate
  参考文献：
  名称：

  SOME UNEXPECTED RESULTS IN DONDONI'S ONE-CARBON HOMOLOGATION PROCEDURE1

  摘要：

  The formation of the unexpected secondary products (3 and 9) during Dondoni's one-carbon homologation of 6-deoxy-6-iodo-2,3:4,5-bis-Ow-isopropylidene-D-glucose (1) are described.

  DOI：

  10.1081/car-100108278
• 作为产物：
  描述：

  6-deoxy-6-iodo-2,3:4,5-bis-O-(1-methylethylidene)-D-glucose diethyldithioacetal 在 sodium tetrahydroborate 、 mercury dichloride 、 mercury(II) oxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 18.0h， 生成 (3aR,3bS,6aR,7aR)-tetrahydro-2,2,5,5-tetramethyl-6aH-cyclopenta[1,2-d:3,4-d']bis[1,3]dioxole-6a-methanol
  参考文献：
  名称：

  Intramolecular alkylation of ε-iodo, α-alkoxy aldehydes

  摘要：

  The base-mediated intramolecular alkylation of 6-deoxy-6-iodo-2,3:4,5-di-O-isopropylide-D-glucose (2) leading to the polyfunctionalized cyclopentane 4 is described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00838-8

文献信息

• SOME UNEXPECTED RESULTS IN DONDONI'S ONE-CARBON HOMOLOGATION PROCEDURE1
  作者：José Marco-Contelles、Elsa de Opazo

  DOI：10.1081/car-100108278

  日期：——

  The formation of the unexpected secondary products (3 and 9) during Dondoni's one-carbon homologation of 6-deoxy-6-iodo-2,3:4,5-bis-Ow-isopropylidene-D-glucose (1) are described.
• Intramolecular alkylation of ε-iodo, α-alkoxy aldehydes
  作者：José Marco-Contelles、Elsa de Opazo

  DOI：10.1016/s0040-4039(00)00838-8

  日期：2000.7

  The base-mediated intramolecular alkylation of 6-deoxy-6-iodo-2,3:4,5-di-O-isopropylide-D-glucose (2) leading to the polyfunctionalized cyclopentane 4 is described. (C) 2000 Elsevier Science Ltd. All rights reserved.