(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester
CAS No.:912651-28-6
Molecular Formula:C₅₁H₉₄O₈Si₄
Molecular Weight:947.645
Hs Code.:

(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Synonyms:(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

There total 6 articles about (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl 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: 75.0%

: 912651-27-5
(2E,7E)-(5S,6R)-6-Methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoic acid

: 350493-52-6
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

: 912651-28-6
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: (2E,7E)-(5S,6R)-6-Methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester; With dmap; In toluene; at 20 ℃; for 4.5h;
DOI:10.1021/ol0614020

Reference yield:

: 350493-51-5
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-4,4,6,8-tetramethyl-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

: 912651-28-6
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / H₂ / Pd/C / ethanol

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 2 h / 20 °C

2.2: 75 percent / DMAP / toluene / 4.5 h / 20 °C

With 2,4,6-trichlorobenzoyl chloride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1021/ol0614020

Reference yield:

: 869195-52-8
(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid

: 912651-28-6
(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-9-((2E,7E)-(5S,6R)-6-methyl-8-phenyl-5-triethylsilanyloxy-octa-2,7-dienoyloxy)-5-oxo-nonanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 8.2 mg / pyridine / 0 - 20 °C

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 2 h / 20 °C

2.2: 75 percent / DMAP / toluene / 4.5 h / 20 °C

With pyridine; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran;
DOI:10.1021/ol0614020