|
|
|
|
practical synthesis of canthaxanthin
|
|
|
|
|
|
|
|
نویسنده
|
pi shiqing ,xi meiyang ,deng liping ,xu huiting ,feng chengjie ,shen runpu ,wu chunlei
|
|
منبع
|
journal of the iranian chemical society - 2020 - دوره : 17 - شماره : 2 - صفحه:493 -497
|
|
چکیده
|
In this study, a novel route for the total synthesis of canthaxanthin is described. the synthesis is firstly based on an epoxidation of α-ionone with metachloroperbenzoic acid to afford the epoxide, followed by conversion of the epoxide to 3-hydroxyl-β-ionone in the presence of sodium methoxide. next, 3-hydroxyl-c14-aldehyde was obtained by a darzens condensation with 4-hydroxyl-β-ionone and methyl chloroacetate, which can be converted to 3-hydroxyl-c15-phophonate via a wittig–horner condensation with tetraethyl methylenebisphosphonate. then, a wittig–horner condensation with 3-hydroxyl-c15-phosphonate and c10-trienedial resulted in 4,4′-dihydroxyl-β-carotene, followed by an oxidation afforded the target product canthaxanthin. the overall yield of this route is 37% from α-ionone. the synthetic steps are easily operated and are practical for the large-scale production.
|
|
کلیدواژه
|
canthaxanthin ,wittig–horner condensation ,total synthesis ,phosphonate
|
|
آدرس
|
shaoxing university, department of chemistry and chemical engineering, china. zhejiang medicine co. ltd, china, shaoxing university, department of chemistry and chemical engineering, china, shaoxing university, department of chemistry and chemical engineering, china, shaoxing university, department of chemistry and chemical engineering, china, shaoxing university, department of chemistry and chemical engineering, china, shaoxing university, department of chemistry and chemical engineering, china. zhejiang medicine co. ltd, china, shaoxing university, department of chemistry and chemical engineering, china
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Authors
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|