期刊
NATURAL PRODUCT RESEARCH
卷 33, 期 8, 页码 1147-1157出版社
TAYLOR & FRANCIS LTD
DOI: 10.1080/14786419.2018.1460837
关键词
Convergent synthesis; arylamine; Carpatamide-A; isovaleraldehyde; Horner-Wadsworths-Emmons reaction
资金
- Ministry of Chemical and Fertilizers, Govt. of India
First total synthesis of carpatamide-A 7a, cytotoxic arylamine derivative isolated from marine derived Streptomyces sp., was achieved in twelve steps with overall yield of 24% with seven longest linear steps. In the penultimate step, dienoic acid 13 and an amino-phenylpropionic acid methyl ester core 21 were coupled to synthesize methylated derivativative of carpatamide-A 22 followed by demethylation of the intermediate with BBr3 to accomplish carpatamide-A 7a. Both precursors 13 and 21 were synthesized from readily available starting materials i.e. isovaleraldehyde 8 and 2, 4-dihydroxy benzaldehyde 14. [GRAPHICS] .
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