2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

Base Information

Chemical Name:2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester
CAS No.:213665-15-7
Molecular Formula:C₂₈H₃₄O₄Si
Molecular Weight:462.661
Hs Code.:

Synonyms:2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

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Chemical Property of 2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

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Technology Process of 2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

There total 6 articles about 2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic 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: 90.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 213665-14-6
2-((1E,3E)-5-Hydroxy-penta-1,3-dienyl)-5-oxo-cyclopentanecarboxylic acid methyl ester

: 213665-15-7
2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00600-0

Reference yield:

: 75351-19-8
2-methoxycarbonyl-3-vinylcyclopentanone

: 213665-15-7
2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / 40 °C

2: 1.) O₃, 2.) Ph₃P / 1) methanol, CH₂Cl₂, -78 deg C; 2) methanol, CH₂Cl₂, -78 deg C, 1 h

3: 1.) zirconocene chloride hydride, 2.) silver perchlorate / 1) CH₂Cl₂, rt, 20 min; 2) CH₂Cl₂, 1 h

4: 71 percent / Et₃N, methanesulfonyl chloride / CH₂Cl₂ / 0.5 h / -40 °C

5: 91 percent / sodium borohydride / methanol / 1) -78 deg C, 30 min; 2) -78 --> 0 deg C

6: 96 percent / acetic acid / H₂O / 1 h / Ambient temperature

7: 90 percent / imidazole / tetrahydrofuran / 0.5 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; zirconocene chloride hydride; silver perchlorate; toluene-4-sulfonic acid; ozone; acetic acid; methanesulfonyl chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(98)00600-0

Reference yield:

: 213665-12-4
methyl 2,2-dimethoxy-5-<(1E,3E)-5-oxopenta-1,3-dienyl>cyclopentane-1-carboxylate

: 213665-15-7
2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / sodium borohydride / methanol / 1) -78 deg C, 30 min; 2) -78 --> 0 deg C

2: 96 percent / acetic acid / H₂O / 1 h / Ambient temperature

3: 90 percent / imidazole / tetrahydrofuran / 0.5 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4020(98)00600-0