(3aR,5aR,7aS,10aR,10bR,10cS)-5a-Hydroxy-2,2,9,9-tetramethyl-3a,7a,10a,10c-tetrahydro-5aH-1,3,8,10-tetraoxa-dicyclopenta[a,h]naphthalene-10b-carbonitrile | 335202-03-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,5aR,7aS,10aR,10bR,10cS)-5a-Hydroxy-2,2,9,9-tetramethyl-3a,7a,10a,10c-tetrahydro-5aH-1,3,8,10-tetraoxa-dicyclopenta[a,h]naphthalene-10b-carbonitrile
• CAS: 335202-03-4
• 化学式: C₁₇H₂₁NO₅
• 分子量: 319.357
• InChiKey: AIBNHQMAKBJKEL-YVCWXBLNSA-N

反应信息

• 作为反应物：
  描述：

  (3aR,5aR,7aS,10aR,10bR,10cS)-5a-Hydroxy-2,2,9,9-tetramethyl-3a,7a,10a,10c-tetrahydro-5aH-1,3,8,10-tetraoxa-dicyclopenta[a,h]naphthalene-10b-carbonitrile 在 4 A molecular sieve 叔丁基过氧化氢 、 异丙醇锆(IV) 、 L-(+)-酒石酸二异丙酯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 72.0h， 以59%的产率得到(1R,2S,4S,5R,9R,10R,11S,15R)-1-hydroxy-7,7,13,13-tetramethyl-3,6,8,12,14-pentaoxapentacyclo[8.7.0.02,4.05,9.011,15]heptadec-16-ene-10-carbonitrile
  参考文献：
  名称：

  Enantioselective Desymmetrization of meso-Decalin Diallylic Alcohols by a New Zr-Based Sharpless AE Process: A Novel Approach to the Asymmetric Synthesis of Polyhydroxylated Celastraceae Sesquiterpene Cores

  摘要：

  DOI：

  10.1002/1521-3773(20010216)40:4<769::aid-anie7690>3.0.co;2-5
• 作为产物：
  描述：

  Methanesulfonic acid (3aR,4R,5aS,7S,7aS,10aS,10bR,10cR)-10b-cyano-5a-hydroxy-7-methanesulfonyloxy-2,2,9,9-tetramethyl-decahydro-1,3,8,10-tetraoxa-dicyclopenta[a,h]naphthalen-4-yl ester 在 1,5-二氮杂双环[4.3.0]壬-5-烯 作用下， 以 甲苯 为溶剂， 以67%的产率得到(3aR,5aR,7aS,10aR,10bR,10cS)-5a-Hydroxy-2,2,9,9-tetramethyl-3a,7a,10a,10c-tetrahydro-5aH-1,3,8,10-tetraoxa-dicyclopenta[a,h]naphthalene-10b-carbonitrile
  参考文献：
  名称：

  Enantioselective Desymmetrization of meso-Decalin Diallylic Alcohols by a New Zr-Based Sharpless AE Process: A Novel Approach to the Asymmetric Synthesis of Polyhydroxylated Celastraceae Sesquiterpene Cores

  摘要：

  DOI：

  10.1002/1521-3773(20010216)40:4<769::aid-anie7690>3.0.co;2-5