(2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one

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Chemical Name:(2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one
CAS No.:494834-75-2
Molecular Formula:C₂₆H₃₄O₄Si
Molecular Weight:438.639
Hs Code.:

Synonyms:(2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one

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Chemical Property of (2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one

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Technology Process of (2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one

There total 7 articles about (2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one 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: 79.0%

: 72486-93-2
1-methoxy-2-methyl-3-trimethylsiloxy-1,3-pentadiene

: 494834-74-1
3-(tert-butyl-diphenyl-silanyloxy)-2-methoxy-propionaldehyde

: 494834-75-2
(2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one

Guidance literature:: 1-methoxy-2-methyl-3-trimethylsiloxy-1,3-pentadiene; 3-(tert-butyl-diphenyl-silanyloxy)-2-methoxy-propionaldehyde; With titanium tetrachloride; In dichloromethane; at -78 ℃;

With trifluoroacetic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/ja048779q

Reference yield:

: 119879-74-2
(R)-1-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-propan-2-ol

: 494834-75-2
(2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 22 °C

2.1: H₂ / Pd(OH)2 / ethyl acetate / 22 °C

3.1: COCl₂; DMSO; Et₃N / CH₂Cl₂ / -78 - 22 °C

4.1: TiCl₄ / CH₂Cl₂ / -78 °C

4.2: 79 percent / TFA / CH₂Cl₂ / 20 °C

With hydrogen; titanium tetrachloride; sodium hydride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; 3.1: Swern oxidation;
DOI:10.1021/ja048779q

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 494834-75-2
(2S,3S)-2-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxy-ethyl]-3,5-dimethyl-2,3-dihydro-pyran-4-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: imidazole / dimethylformamide / 22 °C

2.1: NaH / tetrahydrofuran / 22 °C

3.1: H₂ / Pd(OH)2 / ethyl acetate / 22 °C

4.1: COCl₂; DMSO; Et₃N / CH₂Cl₂ / -78 - 22 °C

5.1: TiCl₄ / CH₂Cl₂ / -78 °C

5.2: 79 percent / TFA / CH₂Cl₂ / 20 °C

With 1H-imidazole; hydrogen; titanium tetrachloride; sodium hydride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 4.1: Swern oxidation;
DOI:10.1021/ja048779q