dl-cis-3-(1',1'-dimethylheptyl)-6,6a,7,8,10,10a-hexahydro-1-hydroxy-6,6-dimethyl-9H-dibenzo[b,d]pyran-9-one | 56469-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: dl-cis-3-(1',1'-dimethylheptyl)-6,6a,7,8,10,10a-hexahydro-1-hydroxy-6,6-dimethyl-9H-dibenzo[b,d]pyran-9-one
• 英文别名: (-)-cis-1-hydroxy-3-(1,1-dimethylheptyl)-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-one；(6aS,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-7,8,10,10a-tetrahydro-6aH-benzo[c]chromen-9-one
• CAS: 56469-15-9
• 化学式: C₂₄H₃₆O₃
• 分子量: 372.548
• InChiKey: GECBBEABIDMGGL-MOPGFXCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(2,6-dihydroxy-4-[1',1'-dimethylheptyl]phenyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-one 、 对甲苯磺酸一水合物 以 氯仿 、 水 为溶剂， 生成 dl-cis-3-(1',1'-dimethylheptyl)-6,6a,7,8,10,10a-hexahydro-1-hydroxy-6,6-dimethyl-9H-dibenzo[b,d]pyran-9-one
  参考文献：
  名称：

  Stereoselective preparation of hexahydro dibenzopyranones and

  摘要：

  一种光学活性的4-(4-取代-2,6-二羟基苯基)-6,6-二甲基-2-诺皮酮与质子酸反应，生成一种顺式-1-羟基-3-取代-6,6-二甲基-6,6a,7,8,10,10a-六氢-9H-二苯并[b,d]吡喃-9-酮的光学异构体。所述诺皮酮与路易斯酸反应，提供反式-1-羟基-3-取代-6,6-二甲基-6,6a,7,8,10,10a-六氢-9H-二苯并[b,d]吡喃-9-酮的光学异构体。光学活性的诺皮酮是通过将5-取代-邻苯二酚与光学活性的6,6-二甲基-2,4-二乙酰氧基-2-诺皮烯或光学活性的6,6-二甲基-2,2-二乙酰氧基-3-诺皮烯反应制备的，这些化合物源于光学活性的β-蒎烯。

  公开号：

  US04102902A1

文献信息

• Synthesis of Hexahydrodibenzopyranones
  申请人：Mikaylo Valeriy

  公开号：US20100056811A1

  公开（公告）日：2010-03-04

  An improved process is provided for the synthesis of hexahydrodibenzo[b,d]pyran-9-ones, such as nabilone.

  提供了一种改进的方法，用于合成六氢二苯并[b,d]吡喃-9-酮，如纳比隆。
• Preparation of tetrahydrobenzoxocins and cis-hexahydrodibenzopyranones
  申请人：ELI LILLY AND COMPANY

  公开号：EP0004753A1

  公开（公告）日：1979-10-17

  Reaction of a 5-substituted resorcinol of the formula wherein R is C5-C10 alkyl, C5-C10 alkenyl, C5-C8 cycloalkyl, or C5-C8 cycloalkenyl, with 4-(1-hydroxy-1-methylethyl)-3-cyclohexen-1-one, provides a 2,7-dihydroxy-5-isopropylidene-9-substituted-2,6-methano-3,4,5,6-tetrahydro-2H-1-benzoxocin of the formula II or a 6a, 10a-cis- hydroxy-3-substituted-6,6-dimethyl-6,8a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-one having the formula I.

  将式中 R 为 C5-C10 烷基、C5-C10 烯基、C5-C8 环烷基或 C5-C8 环烯基的 5-取代间苯二酚与 4-(1-羟基-1-甲基乙基)-3-环己烯-1-酮反应，可得到式 II 的 2,7-二羟基-5-异亚丙基-9-取代-2,6-甲桥-3,4,5,6-四氢-2H-1-苯并氧杂环己烷或式 I 的 6a，10a-顺羟基-3-取代-6,6-二甲基-6,8a,7,8,10,10a-六氢-9H-二苯并[b,d]吡喃-9-酮。
• Amino-dibenzopyrans, their preparation, formulations containing them and their use as pharmaceuticals
  申请人：ELI LILLY AND COMPANY

  公开号：EP0003883B1

  公开（公告）日：1982-10-06
• METHODS AND COMPOSITIONS RELATING TO ULTRAPURE 5-(1,1-DIMETHYLHEPTYL)-RESORCINOL
  申请人：Corbus Pharmaceuticals, Inc.

  公开号：US20210198223A1

  公开（公告）日：2021-07-01

  The invention provides methods and compositions relating to an ultrapure formulation of 5-(1,1-dimethylheptyl)-resorcinol (ultrapure DMHR). The invention features methods for making ultrapure DMHR, including methods that minimize the production of unwanted side products (e.g., the production of homologous alkyl-chain impurities). The invention also features methods of making cannabinoids, such as (6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyl-2-octanyl)-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid (ajulemic acid), using ultrapure DMHR, including methods that minimize the production of unwanted side products (e.g., the production of homologous alkyl-chain impurities) in the resulting cannabinoid preparation.
• US3944673A
  申请人：——

  公开号：US3944673A

  公开（公告）日：1976-03-16