(3'aR,4S,7'S,7'aS)-2,2-dimethyl-2'-propan-2-ylspiro[1,3-dioxolane-4,6'-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran]-7'-ol | 205932-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: (3'aR,4S,7'S,7'aS)-2,2-dimethyl-2'-propan-2-ylspiro[1,3-dioxolane-4,6'-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran]-7'-ol
• CAS: 205932-52-1
• 化学式: C₁₃H₂₂O₆
• 分子量: 274.314
• InChiKey: GWXBBDAKNRCSFM-TXEXGWLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 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：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3'aR,4S,7'S,7'aS)-2,2-dimethyl-2'-propan-2-ylspiro[1,3-dioxolane-4,6'-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran]-7'-ol 在 3 A molecular sieve pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 以71%的产率得到(3'aR,4S,7'aR)-2,2-dimethyl-2'-phenylspiro[1,3-dioxolane-4,6'-4,7a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyran]-7'-one
  参考文献：
  名称：

  Catalytic asymmetric epoxidation

  摘要：

  一种化合物及其生产方法被披露，该方法使用手性酮和氧化剂从烯烃生产具有对映体富集的环氧乙烷。

  公开号：

  US06348608B1
• 作为产物：
  描述：

  1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 生成 (3'aR,4S,7'S,7'aS)-2,2-dimethyl-2'-propan-2-ylspiro[1,3-dioxolane-4,6'-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran]-7'-ol
  参考文献：
  名称：

  Structural Probing of Ketone Catalysts for Asymmetric Epoxidation

  摘要：

  A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asymmetric epoxidation. Fructose-derived ketones are found to be efficient catalysts. The studies show that the structural requirements for the ketone catalysts are very stringent and different types of olefins may require ketones with different structural arrangements. The current study allows us to further understand the chiral ketone catalyzed asymmetric epoxidation and provides some insight for the development of new catalysts.

  DOI：

  10.1021/jo9817218

文献信息

• Catalytic asymmetric epoxidation
  申请人：——

  公开号：US06348608B1

  公开（公告）日：2002-02-19

  A compound and method for producing an enantiomerically enriched epoxide from an olefin using a chiral ketone and an oxidizing agent is disclosed.

  一种化合物及其生产方法被披露，该方法使用手性酮和氧化剂从烯烃生产具有对映体富集的环氧乙烷。
• Structural Probing of Ketone Catalysts for Asymmetric Epoxidation
  作者：Yong Tu、Zhi-Xian Wang、Michael Frohn、Mingqi He、Hongwu Yu、Yong Tang、Yian Shi

  DOI：10.1021/jo9817218

  日期：1998.11.1

  A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asymmetric epoxidation. Fructose-derived ketones are found to be efficient catalysts. The studies show that the structural requirements for the ketone catalysts are very stringent and different types of olefins may require ketones with different structural arrangements. The current study allows us to further understand the chiral ketone catalyzed asymmetric epoxidation and provides some insight for the development of new catalysts.