(3E,5R,7S,10E)-3,6,6,10-tetramethyltricyclo[10.3.0.05,7]pentadeca-1(12),3,10-triene-2,9-dione | 271597-24-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3E,5R,7S,10E)-3,6,6,10-tetramethyltricyclo[10.3.0.05,7]pentadeca-1(12),3,10-triene-2,9-dione
• CAS: 271597-24-1
• 化学式: C₁₉H₂₄O₂
• 分子量: 284.398
• InChiKey: GJFFCQPLDCXBMV-OQXQPVJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3E,5R,7S,10E)-3,6,6,10-tetramethyltricyclo[10.3.0.05,7]pentadeca-1(12),3,10-triene-2,9-dione 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 cerium(III) chloride 、 Lithium allyl alcoholate 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 (1aS,3S,3aS,4R,8R,9S,9aS,9bS)-4-Allyloxy-1,1,3a,9-tetramethyl-1a,2,3,3a,4,5,6,7,8,9,9a,9b-dodecahydro-1H-cyclopropa[3,4]benzo[1,2-f]azulene-3,8-diol
  参考文献：
  名称：

  大戟肽醇通过环戊烷型骨架的环过环化反应的合成研究

  摘要：

  大戟庚啶类二萜环系统的构建完成。合成的关键步骤是对Lathyrane骨架进行仿生的跨环双Michael环化。C5羟基和B–C环的连接处的立体化学是由Lathyrane型前体的构象控制的。

  DOI：

  10.1016/s0040-4039(00)00720-6
• 作为产物：
  描述：

  2,2-dimethyl-3-(2-oxopropyl)-cis-cyclopropane-1-acetaldehyde dimethyl acetal 在 chromium dichloride 、 盐酸 、 Schwartz's reagent 、 正丁基锂 、 高氯酸 、 五氯化磷 、 碘 、 三乙基硼氢化锂 、 臭氧 、 二甲基亚砜 、 nickel dichloride 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 34.0h， 生成 (3E,5R,7S,10E)-3,6,6,10-tetramethyltricyclo[10.3.0.05,7]pentadeca-1(12),3,10-triene-2,9-dione
  参考文献：
  名称：

  Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step

  摘要：

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00133-7

文献信息

• Systems and methods for extraction of natural products
  申请人：METAGREEN VENTURES

  公开号：US10758579B2

  公开（公告）日：2020-09-01

  Described herein, inter alia, are processes, methods, and compositions useful for the extraction of natural products from source materials.

  本文特别描述了从源材料中提取天然产品的工艺、方法和组合物。
• SYSTEMS AND METHODS FOR EXTRACTION OF NATURAL PRODUCTS
  申请人：METAGREEN

  公开号：US20180153948A1

  公开（公告）日：2018-06-07

  Described herein, inter alia, are processes, methods, and compositions useful for the extraction of natural products from source materials.
• [EN] SYSTEMS AND METHODS FOR EXTRACTION OF NATURAL PRODUCTS<br/>[FR] SYSTÈMES ET PROCÉDÉS D'EXTRACTION DE PRODUITS NATURELS
  申请人：MURPHY RANDALL B

  公开号：WO2018106973A1

  公开（公告）日：2018-06-14

  Described herein, inter alia, are processes, methods, and compositions useful for the extraction of natural products from source materials.
• Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step
  作者：Tomoo Matsuura、Shosuke Yamamura、Yukimasa Terada

  DOI：10.1016/s0040-4039(00)00133-7

  日期：2000.3

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.
• A synthetic study of Euphoreppinol via transannular cyclization reaction from a lathyrane-type skeleton
  作者：Tomoo Matsuura、Shosuke Yamamura

  DOI：10.1016/s0040-4039(00)00720-6

  日期：2000.6

  The construction of the ring system of Euphoreppinol class diterpenes was accomplished. The key step of the synthesis is a biomimetic transannular double Michael cyclization of the lathyrane skeleton. The stereochemistry of the C5 hydroxy group and the junction of the B–C ring was controlled by the conformation of the lathyrane-type precursor.

  大戟庚啶类二萜环系统的构建完成。合成的关键步骤是对Lathyrane骨架进行仿生的跨环双Michael环化。C5羟基和B–C环的连接处的立体化学是由Lathyrane型前体的构象控制的。