1RS,4RS,5SR-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-1-hydroxy-4-methyl-3,8-dioxabicyclo[3.2.1]octane | 77878-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 1RS,4RS,5SR-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-1-hydroxy-4-methyl-3,8-dioxabicyclo[3.2.1]octane
• 英文别名: SR-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-1-hydroxy-4-methyl-3,8-dioxabicyclo[3.2.1]octane；SR-1-hydroxy-4-methyl-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-3,8-dioxabicyclo[3.2.1]octane；1RS,4RS,5SR-1-hydroxy-4-methyl-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-3,8-dioxabicyclo[3.2.1]octane；[9-(5-Hydroxy-2-methyl-3,8-dioxabicyclo[3.2.1]octan-2-yl)-2,6-dimethylnon-1-en-5-yl] acetate
• CAS: 77878-49-0
• 化学式: C₂₀H₃₄O₅
• 分子量: 354.487
• InChiKey: CVCSRZICGPOIED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1RS,4RS,5SR-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-1-hydroxy-4-methyl-3,8-dioxabicyclo[3.2.1]octane 、 乙氧甲酰基亚甲基三苯基膦 生成 1RS,4SR,5RS-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid,ethyl ester
  参考文献：
  名称：

  HAJOS, Z. G.

  摘要：

  DOI：
• 作为产物：
  描述：

  1RS,4RS,5SR-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-1-methoxy-4-methyl-3,8-dioxabicyclo[3.2.1]octane 在 盐酸 作用下， 以 丙酮 为溶剂， 以85%的产率得到1RS,4RS,5SR-4-(5-acetoxy-4,8-dimethyl-8-nonenyl)-1-hydroxy-4-methyl-3,8-dioxabicyclo[3.2.1]octane
  参考文献：
  名称：

  Synthesis of

  摘要：

  一种合成1RS，4SR，5RS-4-（4,8-二甲基-5-羟基-7-诺酮-1-基）-4-甲基-3,8-二氧杂双环[3.2.1]辛烷-1-乙酸的方法。该酸是zoapatanol的衍生物之一，是zoapatle植物中的活性成分之一，并作为子宫疏通剂活性。

  公开号：

  US04237055A1

文献信息

• Synthesis of 1RS,4SR,5RS-4-(4,8-dimethyl-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo(3.2.1)octane-1-acetic acid and intermediates
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0021775A1

  公开（公告）日：1981-01-07

  A method of synthesizing -1RS,4SR,5RS-4-(4,8 -dimethyl-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo [3.2.1]octane-1-acetic acid. The acid is a derivative of the natural product zoapatanol, one of the active ingredients in the zoapatle plant, and is active as a utero-evacuant agent.

  一种合成-1RS,4SR,5RS-4-(4,8-二甲基-5-羟基-7-壬烯-1-基)-4-甲基-3,8-二氧杂环[3.2.1]辛烷-1-乙酸的方法。 该酸是天然产品zoapatanol的衍生物，zoapatanol是zoapatle植物中的活性成分之一，具有子宫缓释剂的活性。
• Total synthesis of 1RS,4SR,5RS-4-(4,8-dimethyl-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo(3.2.1)octane-1-acetic acid and related compounds
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0039595A1

  公开（公告）日：1981-11-11

  The synthesis of 1RS, 4SR, 5RS-4-(4,8-dimethyl-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid and related compounds is described and their pharmacological activities are described.

  描述了 1RS、4SR、5RS-4-(4,8-二甲基-5-羟基-7-壬烯-1-基)-4-甲基-3,8-二氧杂环[3.2.1]辛烷-1-乙酸和相关化合物的合成及其药理活性。 及其相关化合物，并介绍了它们的药理活性。
• Synthesis of dioxabicyclo(3.2.1)octanes and oxepanes
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0045631A2

  公开（公告）日：1982-02-10

  The synthesis of C-4 alkyl analogs of racemic (1 RS,4SR,5RS)-4-(4,8-dimethyl-5-hydroxy-7-nonenyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid and the corresponding (1RS,4RS,5RS)- derivative is described. The dioxabicyclo[3.2.1]octanes are useful as contragestational agents. The intermediate oxepane analogs are useful as intermediates in the preparation of the contragestational agent zoapatanol.

  介绍了外消旋(1RS,4SR,5RS)-4-(4,8-二甲基-5-羟基-7-壬烯基)-4-甲基-3,8-二氧杂环[3.2.1]辛烷-1-乙酸的 C-4 烷基类似物和相应的(1RS,4RS,5RS)-衍生物的合成。二氧杂环[3.2.1]辛烷可用作避孕药。中间体氧杂环庚烷类似物可用作制备避孕药佐帕他醇的中间体。
• HAJOS, Z. G.
  作者：HAJOS, Z. G.

  DOI：——

  日期：——
• (1RS, 4SR, 5RS)-4-(5-hydroxy-4,8-dimethyl-8-nonen-1-yl)-4-methyl-3,8-dioxybicyclo(3.2.1.)octane-1-acetic acid and process for its preparation
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0116375B1

  公开（公告）日：1986-11-12