(2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate

Base Information

Chemical Name:(2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate
CAS No.:929882-98-4
Molecular Formula:C₂₉H₃₉NO₃SSi
Molecular Weight:509.785
Hs Code.:

Synonyms:(2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate

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Chemical Property of (2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate

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Technology Process of (2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate

There total 6 articles about (2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate 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: 99.0%

: 929882-86-0
(S)-4-benzyl-3-((2R,3R)-5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanoyl)oxazolidin-2-one

: 75-08-1
ethanethiol

: 929882-98-4
(2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; for 0.333333h; cooling;
DOI:10.1002/anie.200603654

Reference yield:

: 917988-94-4
(E)-3-(4,5-diphenyloxazol-2-yl)acrylaldehyde

: 929882-98-4
(2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / magnesium chloride; trimethylsilylchloride; triethylamine / ethyl acetate / 1.5 h / 77 °C

2: 100 percent / hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C

3: 90 percent / 2,6-lutidine / CH₂Cl₂; tetrahydrofuran / 0.42 h / 0 °C

4: 99 percent / n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling

With 2,6-dimethylpyridine; n-butyllithium; chloro-trimethyl-silane; hydrogen; triethylamine; magnesium chloride; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate;
DOI:10.1002/anie.200603654

Reference yield:

: 917988-95-5
(S)-4-benzyl-3-((2R,3R,E)-5-(4,5-diphenyloxazol-2-yl)-3-hydroxy-2-methylpent-4-enoyl)oxazolidin-2-one

: 929882-98-4
(2R,3R)-S-ethyl 5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanethioate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C

2: 90 percent / 2,6-lutidine / CH₂Cl₂; tetrahydrofuran / 0.42 h / 0 °C

3: 99 percent / n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling

With 2,6-dimethylpyridine; n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate;
DOI:10.1002/anie.200603654