(3aR,5R,6aR)-2,2-dimethyl-5-tridecylperhydrofuro[2,3-d][1,3]dioxole | 1055324-04-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,5R,6aR)-2,2-dimethyl-5-tridecylperhydrofuro[2,3-d][1,3]dioxole
• 英文别名: (3aR,5R,6aR)-2,2-dimethyl-5-tridecyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• CAS: 1055324-04-3
• 化学式: C₂₀H₃₈O₃
• 分子量: 326.52
• InChiKey: PQSOSRHILNIQFS-GUDVDZBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3aR,5R,6aR)-2,2-dimethyl-5-tridecylperhydrofuro[2,3-d][1,3]dioxole 在 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以92%的产率得到(3R,5R)-5-tridecyltetrahydro-2,3-furandiol
  参考文献：
  名称：

  Total synthesis of aculeatins A and B from d-glucose

  摘要：

  A simple and highly efficient total synthesis of cytotoxic dioxa-dispiroketals aculeatins A and B is disclosed. The key steps include alkynylation of a chiral aldehyde and in situ deprotection, spirocyclization of a 3,5-acetonide protected ketone. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.028
• 作为产物：
  描述：

  (3aR,5S,6aR)-2,2-dimethyl-5-[(Z)-1-tridecenyl]perhydrofuro[2,3-d][1,3]dioxole 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以98%的产率得到(3aR,5R,6aR)-2,2-dimethyl-5-tridecylperhydrofuro[2,3-d][1,3]dioxole
  参考文献：
  名称：

  Total synthesis of aculeatins A and B from d-glucose

  摘要：

  A simple and highly efficient total synthesis of cytotoxic dioxa-dispiroketals aculeatins A and B is disclosed. The key steps include alkynylation of a chiral aldehyde and in situ deprotection, spirocyclization of a 3,5-acetonide protected ketone. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.05.028

文献信息

• Total synthesis of aculeatins A and B from d-glucose
  作者：Vangaru Suresh、Jondoss Jon Paul Selvam、Karuturi Rajesh、Yenamandra Venkateswarlu

  DOI：10.1016/j.tetasy.2008.05.028

  日期：2008.6

  A simple and highly efficient total synthesis of cytotoxic dioxa-dispiroketals aculeatins A and B is disclosed. The key steps include alkynylation of a chiral aldehyde and in situ deprotection, spirocyclization of a 3,5-acetonide protected ketone. (C) 2008 Elsevier Ltd. All rights reserved.