(6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester

Base Information

Chemical Name:(6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester
CAS No.:85593-64-2
Molecular Formula:C₃₁H₄₂O₄Si
Molecular Weight:506.758
Hs Code.:

Synonyms:(6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester

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Chemical Property of (6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester

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Technology Process of (6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester

There total 8 articles about (6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-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: 80.0%

: 85593-63-1
(6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-oxo-tetradeca-6,10,12-trienoic acid methyl ester

: 85593-64-2
(6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In isopropyl alcohol; at 0 ℃;
DOI:10.1016/S0040-4039(00)85704-4

Reference yield:

: 53036-80-9
6-carboxy hexylidene triphenylphosphorane

: 85593-64-2
(6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

3: TFA / tetrahydrofuran; H₂O / 6 h / Ambient temperature

4: Pb(OAc)4, Na₂CO₃

5: 30 percent / benzene / 16 h / 80 °C

6: 80 percent / NaBH₄, CeCl₃ / propan-2-ol / 0 °C

With lead(IV) acetate; sodium tetrahydroborate; cerium(III) chloride; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water; isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)85704-4

Reference yield:

: 85593-62-0
(Z)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-10-oxo-dec-6-enoic acid methyl ester

: 85593-64-2
(6Z,10E,12E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-14-hydroxy-tetradeca-6,10,12-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 30 percent / benzene / 16 h / 80 °C

2: 80 percent / NaBH₄, CeCl₃ / propan-2-ol / 0 °C

With sodium tetrahydroborate; cerium(III) chloride; In isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)85704-4