(4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

Base Information

Chemical Name:(4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide
CAS No.:338461-21-5
Molecular Formula:C₂₈H₃₂N₂O₃SSi
Molecular Weight:504.725
Hs Code.:

Synonyms:(4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

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Chemical Property of (4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

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Technology Process of (4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

There total 6 articles about (4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide 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: 84.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 338461-20-4,554409-14-2
(4S)-2-(2-hydroxyphenyl)-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

: 338461-21-5
(4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(01)00012-6

Reference yield:

: 21615-34-9
2-Methoxybenzoyl chloride

: 338461-21-5
(4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / Et₃N; DMAP / 20 °C / pH 13

2.1: 100 percent / TFA / CH₂Cl₂ / 3.5 h / 20 °C

3.1: 81 percent / BCl₃ / CH₂Cl₂; hexane / 20 °C

4.1: Burgess reagent / tetrahydrofuran / Heating

4.2: 85 percent / Et₃N; H₂S / methanol / 120 h / 20 °C

5.1: 70 percent / Burgess reagent / tetrahydrofuran / Heating

6.1: 84 percent / imidazole / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; dmap; Burgess Reagent; boron trichloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00012-6

Reference yield:

: 338461-18-0
(2R)-3-hydroxy-N-methoxy-2-(2-methoxybenzoylamino)-N-methylpropionamide

: 338461-21-5
(4S)-2-[2-(tert-butyldiphenylsilyloxy)phenyl]-4,5-dihydrothiazole-4-carboxylic acid N-methoxy-N-methylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / BCl₃ / CH₂Cl₂; hexane / 20 °C

2.1: Burgess reagent / tetrahydrofuran / Heating

2.2: 85 percent / Et₃N; H₂S / methanol / 120 h / 20 °C

3.1: 70 percent / Burgess reagent / tetrahydrofuran / Heating

4.1: 84 percent / imidazole / dimethylformamide / 2 h / 20 °C

With 1H-imidazole; Burgess Reagent; boron trichloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00012-6