(4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione

Base Information

Chemical Name:(4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione
CAS No.:188260-10-8
Molecular Formula:C₂₆H₃₉NO₅S
Molecular Weight:477.665
Hs Code.:

(4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione

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Technology Process of (4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione

There total 15 articles about (4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 188259-78-1
12,13-bismethylene-12,13-secoepothilone

: 186692-73-9
desoxyepothilone A

: 188260-10-8
(4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione

Guidance literature:: RuBnCl₂(PCy₃)2; In benzene; at 20 ℃; for 4h;
DOI:10.1021/ja971946k

Reference yield:

: 204194-92-3
(4S,7R,8S,9S,16S)-4,8-Di-tert-butyldimethylsilyloxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-13-cyclohexadecen-2,6-dione

: 186692-73-9
desoxyepothilone A

: 188260-10-8
(4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione

Guidance literature:: With fluorosilicic acid; hydrogen fluoride; water; In diethyl ether; acetonitrile; at 20 ℃; for 12h; Title compound not separated from byproducts;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2483::AID-CHEM2483>3.0.CO;2-N

Reference yield:

: 186692-84-2
(4S,7R,8S,9S,16S)-4,8-bis-(tert-butyldimethylsilanyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-vinyl]-(13Z)-1-oxacyclohexadec-13-ene-2,6-dione

: 186692-73-9
desoxyepothilone A

: 188260-10-8
(4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-cyclohexadecen-(13E)-en-2,6-dione

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 22 ℃; for 36h; Overall yield = 81%; Overall yield = 15.2 mg; stereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201204045