4,8-dimethyl-10-(4-oxo-2,6,6-trimethyl-2-cyclohexenylidene)-2,4,8-decatrien-6-ynal | 25849-84-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4,8-dimethyl-10-(4-oxo-2,6,6-trimethyl-2-cyclohexenylidene)-2,4,8-decatrien-6-ynal
• 英文别名: 4,8-Dimethyl-10-<4-oxo-2,6,6-trimethyl-cyclohex-2-enyliden>-deca-2,4,8-trien-6-inal；4,8-Dimethyl-10-(4-oxo-2,6,6-trimethyl-cyclohex-2-enyliden)-deca-2,4,8-trien-6-inal；(2E,4E,8E,10Z)-4,8-dimethyl-10-(2,6,6-trimethyl-4-oxocyclohex-2-en-1-ylidene)deca-2,4,8-trien-6-ynal
• CAS: 25849-84-7；28839-94-3；53861-97-5
• 化学式: C₂₁H₂₄O₂
• 分子量: 308.42
• InChiKey: WXZLJWVPYSYPFD-PKLTYZLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  4,8-dimethyl-10-(4-oxo-2,6,6-trimethyl-2-cyclohexenylidene)-2,4,8-decatrien-6-ynal 在 Lindlar's catalyst 喹啉 、 氢气 、 sodium methylate 作用下， 以 甲醇 、 丙酮 、 苯 为溶剂， 生成 rhodoxanthin
  参考文献：
  名称：

  合成含氧类胡萝卜素的新方法。

  摘要：

  AbstractSix keto carotenoids (4, 5, 6, 11, 12, and 22) were synthesized from intermediates which were prepared from the condensation products of mesityl oxide and acetoacetic ester. Compounds 4 and 22 can serve as precursors for zeaxanthin, while 5 can be used as an intermediate for xanthophyll. Echinenone and canthaxanthin were prepared by a new approach from vitamin A. Two new types of keto carotenoids with the keto functions incorporated into the unsaturated chain were prepared.

  DOI：

  10.1002/hlca.19700530513
• 作为产物：
  描述：

  3-Buten-2-one, 4-(7,9,9-trimethyl-1,4-dioxaspiro[4.5]dec-7-en-8-yl)-,(E)- 、 (E)-5,7,7-Triethoxy-4-methyl-hept-3-en-1-yne 生成 4,8-dimethyl-10-(4-oxo-2,6,6-trimethyl-2-cyclohexenylidene)-2,4,8-decatrien-6-ynal
  参考文献：
  名称：

  合成含氧类胡萝卜素的新方法。

  摘要：

  AbstractSix keto carotenoids (4, 5, 6, 11, 12, and 22) were synthesized from intermediates which were prepared from the condensation products of mesityl oxide and acetoacetic ester. Compounds 4 and 22 can serve as precursors for zeaxanthin, while 5 can be used as an intermediate for xanthophyll. Echinenone and canthaxanthin were prepared by a new approach from vitamin A. Two new types of keto carotenoids with the keto functions incorporated into the unsaturated chain were prepared.

  DOI：

  10.1002/hlca.19700530513

文献信息

• Method for synthesizing rhodoxanthin
  申请人：Hoffmann-La Roche Inc.

  公开号：US03941841A1

  公开（公告）日：1976-03-02

  A method by which rhodoxanthin can be synthesized from 3-ethylenedioxy-.beta.-ionone as well as new and novel intermediates produced in the synthesis. Rhodoxanthin is a well-known coloring agent for foodstuffs, including beverages, pharmaceutical and cosmetic preparations.

  一种从3-乙烯二氧基-β-离子酮合成红黄素的方法，以及在合成过程中产生的新颖中间体。红黄素是食品、饮料、药品和化妆品制剂中广为人知的着色剂。
• US3941841A
  申请人：——

  公开号：US3941841A

  公开（公告）日：1976-03-02
• New Methods for the Synthesis of Oxygenated Carotenoids
  作者：J. D. Surmatis、A. Walser、J. Gibas、U. Schwieter、R. Thommen

  DOI：10.1002/hlca.19700530513

  日期：——

  AbstractSix keto carotenoids (4, 5, 6, 11, 12, and 22) were synthesized from intermediates which were prepared from the condensation products of mesityl oxide and acetoacetic ester. Compounds 4 and 22 can serve as precursors for zeaxanthin, while 5 can be used as an intermediate for xanthophyll. Echinenone and canthaxanthin were prepared by a new approach from vitamin A. Two new types of keto carotenoids with the keto functions incorporated into the unsaturated chain were prepared.