(5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester

Base Information

Chemical Name:(5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester
CAS No.:276679-47-1
Molecular Formula:C₃₆H₄₇NO₅Si
Molecular Weight:601.858
Hs Code.:

Synonyms:(5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester

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Chemical Property of (5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester

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Technology Process of (5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester

There total 11 articles about (5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester 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: 68.0%

: (E)-methyl 4,4-dimethyl-3-oxo-6-trimethylstannyl-5-hexenoate

: 276679-62-0
(E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-6-hydroxy-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-enenitrile

: 276679-47-1
(5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In N,N-dimethyl-formamide;
DOI:10.1021/ja000728f

Reference yield:

: [6-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-hex-4-enylidene]-(2-methoxymethyl-pyrrolidin-1-yl)-amine

: 276679-47-1
(5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; hexane / 24 h / 0 °C

1.2: tetrahydrofuran; hexane / -100 - 0 °C

2.1: 98 percent / magnesium monoperoxyphthalate hexahydrate / methanol; diethyl ether / 0.08 h / 0 °C

3.1: 76 percent / pyridinium*HF / tetrahydrofuran / 0.25 h

4.1: 68 percent / PdCl₂*(MeCN)2 / dimethylformamide

With dichloro bis(acetonitrile) palladium(II); pyridine hydrogenfluoride; magnesium monoperoxyphthalate hexahydrate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Oxidation / 3.1: desilylation / 4.1: Stille coupling;
DOI:10.1021/ja000728f

Reference yield:

: 276679-43-7
[(E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-((Z)-3-iodo-allyl)-5-methyl-hex-4-en-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

: 276679-47-1
(5E,7Z,12E)-(R)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-10-cyano-14-hydroxy-4,4,13-trimethyl-3-oxo-tetradeca-5,7,12-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / magnesium monoperoxyphthalate hexahydrate / methanol; diethyl ether / 0.08 h / 0 °C

2: 76 percent / pyridinium*HF / tetrahydrofuran / 0.25 h

3: 68 percent / PdCl₂*(MeCN)2 / dimethylformamide

With dichloro bis(acetonitrile) palladium(II); pyridine hydrogenfluoride; magnesium monoperoxyphthalate hexahydrate; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; 1: Oxidation / 2: desilylation / 3: Stille coupling;
DOI:10.1021/ja000728f