(E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester

Base Information

Chemical Name:(E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester
CAS No.:209260-25-3
Molecular Formula:C₃₈H₅₄O₅Si
Molecular Weight:618.929
Hs Code.:

Synonyms:(E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester

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Chemical Property of (E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester

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Technology Process of (E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester

There total 12 articles about (E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl 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:

: 106921-60-2
2,2-dimethyl-3-oxopentanal

: 209260-25-3
(E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) NaH / 1) THF, 25 deg C, 15 min, 2) THF, 25 deg C, 1 h

2: 99 percent / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 25 °C

3: 95 percent / 4-dimethylaminopyridine, 1,3-dicyclohexylcarbodiimide / toluene / 12 h / 25 °C

4: 1) LDA / 1) THF, -78 deg C -> -40 deg C, 0.5 h, 2) THF, -78 deg C -> -40 deg C, 30 min

With dmap; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium diisopropyl amide; In dichloromethane; toluene;
DOI:10.1021/ja971109i

Reference yield:

: 127793-64-0
(R)-1-O-(tert-butyldiphenylsilyl)-4-penten-1,2-diol

: 209260-25-3
(E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / 4-dimethylaminopyridine, 1,3-dicyclohexylcarbodiimide / toluene / 12 h / 25 °C

2: 1) LDA / 1) THF, -78 deg C -> -40 deg C, 0.5 h, 2) THF, -78 deg C -> -40 deg C, 30 min

With dmap; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In toluene;
DOI:10.1021/ja971109i

Reference yield:

: 107033-46-5
(R)-(tert-butyldiphenylsilyloxy)methyloxirane

: 209260-25-3
(E)-(6S,7R,8S)-7-Hydroxy-4,4,6,8-tetramethyl-5-oxo-trideca-2,12-dienoic acid (R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

2: 95 percent / 4-dimethylaminopyridine, 1,3-dicyclohexylcarbodiimide / toluene / 12 h / 25 °C

3: 1) LDA / 1) THF, -78 deg C -> -40 deg C, 0.5 h, 2) THF, -78 deg C -> -40 deg C, 30 min

With dmap; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In toluene;
DOI:10.1021/ja971109i