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Citation: YI Wei-Guo, LIU Zhi-Chang, XIANG Li, LIU Xi-Yang, CHEN Jing, XIANG Jian-Nan. Improvement on the Synthesis of 13-cis-Retinoic Acid Derivatives[J]. Chinese Journal of Applied Chemistry, ;2007, 24(5): 521-524. shu

Improvement on the Synthesis of 13-cis-Retinoic Acid Derivatives

1.
a College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082;
2.
b Hunan Chemical Industry Vocation Technology Institute, Zhuzhou

Corresponding author: XIANG Jian-Nan,
Received Date: 21 June 2006
Available Online: 16 September 2006
Fund Project: 国家自然科学基金(20472018) (20472018)湖南省自然科学基金(03JJY3016)资助项目 (03JJY3016)

To improve the synthetic method of 13-cis-retinoic acid derivatives,the title compounds were synthesized directly from 13-cis-retinoic acid and alcohols,phenols or amines with DCC as the condensation reagent under the catalysis of 4-(dimethylamino) pyridinium p-toluenesulfonate prepared in our lab.Eight new compounds were obtained in 80%~95% yields and in a high isomeric purity,which were characterized by NMR.The side reaction that converts 13-cis-retinoic acid to unreactive N-retinoylurea was completely suppressed.The reaction proceeds under mild conditions and is favorable to the esterification and amidation of thermally-,chemically- and ultraviolet-sensitive 13-cis-retinoic acid and its analogues.
- pharmaceutical chemistry,
- improvement,
- retinoylation,
- 13-cis-retinoic acid derivatives,
- DCC
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