diethyl crocetinate | 5056-14-4

• 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: diethyl crocetinate
• 英文别名: bis-ethyl crocetinate；Apo-8,8'-carotindisaeure-diethylester；8,8'-diapo-carotene-8,8'-dioic acid diethyl ester；8,8'-Diapo-carotin-8,8'-disaeure-diaethylester；diethyl 2,6,11,15-tetramethyl-hexadeca-2E,4E,6E,8E,10E,12E,14E-heptaene-1,16-diotate；2,6,11,15-tetramethyl-hexadeca-2,4,6,8,10,12,14-heptaenedioic acid diethyl ester；Diethyl (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate
• CAS: 5056-14-4
• 化学式: C₂₄H₃₂O₄
• 分子量: 384.516
• InChiKey: ICLASYLYHJLVTR-YZIORBTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl crocetinate 在 sodium hydroxide 、 乙醇 、 水 作用下， 反应 63.0h， 以61.2%的产率得到Trans sodium crocetinate
  参考文献：
  名称：

  Trans carotenoids, their synthesis, formulation and uses

  摘要：

  该发明涉及转型类胡萝卜素化合物及其盐，以及它们的组合物、制备方法和用途。这些化合物对于改善氧气在哺乳动物包括人类的红细胞和体组织之间的扩散性是有用的。

  公开号：

  US20060194973A1
• 作为产物：
  描述：

  2,7-二甲基-2,4,6-辛三烯二醛 在 sodium acetate 、 溶剂黄146 、 1-ethyl-3-methylimidazolium hydrogensulfate 作用下， 以 甲醇 、 水 、 苯 为溶剂， 反应 8.0h， 生成 diethyl crocetinate
  参考文献：
  名称：

  Efficient syntheses of C20-carotene and crocetin (descrocetin) esters promoted by an acidic ionic liquid

  摘要：

  Efficient syntheses of C-20-carotene and crocetin or descrocetin esters from fumaraldehyde bis-dimethylacetal are described. The key steps of these syntheses are the reactions of fumaraldehyde and (2E,4E,6E)-octa-2,4,6-trienedial bis-dimethylacetals with alkyl vinyl or alkyl propenyl ethers promoted by the acidic ionic liquid, [emim][HSO4].(C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.015

文献信息

• Methods for synthesis of carotenoids, including analogs, derivatives, and synthetic and biological intermediates
  申请人：Lockwood Samuel F.

  公开号：US20080221377A1

  公开（公告）日：2008-09-11

  A method for synthesizing intermediates for use in the synthesis of carotenoid synthetic intermediates, carotenoid analogs, and/or carotenoid derivatives. The carotenoid analog, derivative, or intermediate may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include methods for synthesizing chemical compounds including an analog or derivative of a carotenoid. Carotenoid analogs or derivatives may include acyclic end groups. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water.

  一种用于合成类胡萝卜素合成中间体、类胡萝卜素类似物和/或类胡萝卜素衍生物的方法。类胡萝卜素类似物、衍生物或中间体可被用于向受试者施用，以抑制和/或改善涉及产生活性氧化物种、活性氮物种、自由基和/或非自由基的任何疾病。在某些实施例中，该发明可能包括合成化合物的方法，其中包括类胡萝卜素的类似物或衍生物。类胡萝卜素类似物或衍生物可能包括无环末端基团。在某些实施例中，类胡萝卜素类似物或衍生物可能包括至少一个取代基。该取代基可增强类胡萝卜素类似物或衍生物的溶解性，使得类胡萝卜素类似物或衍生物至少部分溶解于水中。
• Synthesen in der Carotinoid-Reihe. 10. Mitteilung. Anwendung der<i>Wittig</i>-Reaktion zur Synthese von Estern des Bixins und Crocetins
  作者：O. Isler、H. Gutmann、M. Montavon、R. Rüegg、G. Ryser、P. Zeller

  DOI：10.1002/hlca.19570400515

  日期：——

  A simple and efficient synthesis of norbixin and crocetin diesters is described following the schemes C2 + C2o + C2,=C24 and C3 + C14 + C3 = C20 respectively. By means of the Wittig reaction crocetin di-aldehyde is condensed with a bromoacetic acid ester and a C14-dialdehyde with an α-bromopropionic acid ester. The intermediate tri- phenylphosphorane compounds are crystalline and easily isolated in

  分别按照方案C 2 + C 2o + C 2，＝ C 24和C 3 + C 14 + C 3＝ C 20，描述了降bi素和藏红花二酯的简单而有效的合成。通过维蒂希反应，将藏红花酸二醛与溴乙酸酯缩合，并将C 14-二醛与α-溴丙酸酯缩合。中间体三苯基磷烷化合物是晶体，容易以纯净状态分离。
• Trans carotenoids, their synthesis, formulation and uses
  申请人：Gainer L. John

  公开号：US20060194973A1

  公开（公告）日：2006-08-31

  The invention relates to trans carotenoid compounds and salts thereof as well as compositions thereof, methods for making them, and uses thereof. These compounds are useful in improving diffusivity of oxygen between red blood cells and body tissues in mammals including humans.

  该发明涉及转型类胡萝卜素化合物及其盐，以及它们的组合物、制备方法和用途。这些化合物对于改善氧气在哺乳动物包括人类的红细胞和体组织之间的扩散性是有用的。
• [EN] METHODS OF SYNTHESIZING CAROTENOIDS<br/>[FR] PROCÉDÉS DE SYNTHÈSE DE CAROTÉNOÏDES
  申请人：L E A F HOLDINGS GROUP LLC

  公开号：WO2021207676A1

  公开（公告）日：2021-10-14

  Provided herein novel processes for preparing carotenoids, substantially pure carotenoids (such as substantially pure trans crocetin diesters and substantially pure trans sodium crocetinate), pharmaceutical compositions, and related methods of treatment and uses. The provided compositions have uses in treating diseases, disorders and conditions associated with, but not limited to, infection, ARDS, endotoxemia, inflammation, sepsis, ischemia, hypoxia, shock, stroke, lung injury, wound healing, traumatic injury, reperfusion injury, cardiovascular disease, kidney disease, liver disease, inflammatory disease, metabolic disease, pulmonary disorders, blood related disorders and hyperproliferative diseases such as cancer. Methods of making, and using the aqueous solutions and pharmaceutical compositions are also provided.

  本文提供了用于制备类胡萝卜素的新型工艺，包括基本纯的类胡萝卜素（如基本纯的反式藏红花二酯和基本纯的反式钠藏红花酸盐）、制药组合物，以及相关的治疗方法和用途。所提供的组合物可用于治疗与感染、ARDS、内毒素血症、炎症、败血症、缺血、低氧、休克、中风、肺损伤、伤口愈合、创伤性损伤、再灌注损伤、心血管疾病、肾病、肝病、炎症性疾病、代谢性疾病、肺部疾病、血液相关疾病和癌症等相关的疾病、疾病和病况。还提供了制备和使用水溶液和制药组合物的方法。
• Methods for the synthesis of zeazanthin
  申请人：Lockwood F. Samuel

  公开号：US20060088905A1

  公开（公告）日：2006-04-27

  A method used for synthesizing intermediates for use in the synthesis of carotenoids and carotenoid analogs, and/or carotenoid derivatives. In some embodiments, the invention includes methods for synthesizing optically active intermediates useful for the synthesis of optically active carotenoids. Synthesis of optically active carotenoids, in one embodiment, may be accomplished by forming an optically active dihydroxy intermediate from ketoisopherone. The optically active dihydroxy intermediate may be converted into optically active zeaxanthin.

  一种用于合成类胡萝卜素及类胡萝卜素衍生物中间体的方法。在某些实施方式中，本发明包括用于合成光学活性类胡萝卜素的光学活性中间体的方法。在一种实施方式中，通过从酮异苦茶酮形成光学活性二羟基中间体来实现光学活性类胡萝卜素的合成。光学活性二羟基中间体可以转化为光学活性玉米黄质。