3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester

Base Information

Chemical Name:3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester
CAS No.:713122-77-1
Molecular Formula:C₂₉H₄₀O₅Si
Molecular Weight:496.719
Hs Code.:

3-[5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid <i>tert</i>-butyl ester

Synonyms:3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester

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Chemical Property of 3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester

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Technology Process of 3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester

There total 8 articles about 3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl 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: 88.0%

: 75-65-0
tert-butyl alcohol

: 713122-64-6
(S)-3-[(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid

: 713122-77-1
3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester

Guidance literature:: (S)-3-[(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃;

tert-butyl alcohol; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1021/ol049483s

Reference yield:

: 124655-05-6
(S)-methyl 4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate

: 713122-77-1
3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 60 percent / CF₃SO₃H / CH₂Cl₂ / 20 °C

2.1: 86 percent / potassium trimethylsilanolate / diethyl ether / 20 °C

3.1: oxalyl chloride; dimethylformamide / CH₂Cl₂ / 20 °C

4.1: diethyl ether / 0 - 20 °C

5.1: 88 percent / copper(II) acetylacetonate / tetrahydrofuran / 0.5 h / Heating

6.1: dicyclohexylborane / tetrahydrofuran / 3 h / 0 - 20 °C

6.2: 86 percent / H₂O₂ / tetrahydrofuran; methanol / pH 7

7.1: 74 percent / pyridinium dichromate / dimethylformamide / 48 h / 20 °C

8.1: oxalyl chloride; dimethylformamide / CH₂Cl₂ / 20 °C

8.2: 88 percent / CH₂Cl₂ / 8 h / 20 °C

With copper acetylacetonate; dipyridinium dichromate; oxalyl dichloride; trifluorormethanesulfonic acid; bis(cyclohexanyl)borane; potassium trimethylsilonate; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol049483s

Reference yield:

: (S)-3-[((E)-But-2-enyl)oxy]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride

: 713122-77-1
3-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxo-tetrahydro-furan-2-yl]-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethyl ether / 0 - 20 °C

2.1: 88 percent / copper(II) acetylacetonate / tetrahydrofuran / 0.5 h / Heating

3.1: dicyclohexylborane / tetrahydrofuran / 3 h / 0 - 20 °C

3.2: 86 percent / H₂O₂ / tetrahydrofuran; methanol / pH 7

4.1: 74 percent / pyridinium dichromate / dimethylformamide / 48 h / 20 °C

5.1: oxalyl chloride; dimethylformamide / CH₂Cl₂ / 20 °C

5.2: 88 percent / CH₂Cl₂ / 8 h / 20 °C

With copper acetylacetonate; dipyridinium dichromate; oxalyl dichloride; bis(cyclohexanyl)borane; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol049483s