(4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester

Base Information

• Chemical Name: (4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester
• CAS No.: 1076206-58-0
• Molecular Formula: C₁₉H₃₁NO₅SSi
• Molecular Weight: 413.61

Synonyms:(4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester

Chemical Property of (4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester

Chemical Property:

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Technology Process of (4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester

There total 5 articles about (4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline 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:

N-tosyl hydroxyproline methyl ester (1075183-51-5) + tert-butyldimethylsilyl chloride (18162-48-6) → (4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester (1076206-58-0)

Guidance literature:

With 1H-imidazole;

Reference yield:

4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester (116143-06-7) → (4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester (1076206-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate

2: 1H-imidazole

With 1H-imidazole; sodium carbonate;

Reference yield:

allo-1-(4-tolylsulfonyl)-4-<<(4-methylphenyl)sulfonyl>oxy>-D-proline ethyl ester (116143-05-6) → (4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[(4-methylphenyl)sulfonyl]-D-proline methyl ester (1076206-58-0)

Guidance literature:

Multi-step reaction with 3 steps

2: sodium carbonate

3: 1H-imidazole

With 1H-imidazole; sodium carbonate;

upstream raw materials:

N-tosyl hydroxyproline methyl ester

tert-butyldimethylsilyl chloride

(2S,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate

4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester

Downstream raw materials:

(2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid

(2R,4S)-1-(4-tolylsulfonyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-<(3,5-dimethyl-1H-pyrazol-1-yl)-carbonyl>pyrrolidine

(2R,4S)-1-(4-tolylsulfonyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-formylpyrrolidine

(3S,5R)-1-[(4-methylphenyl)sulfonyl]-3-[(4-methylphenyl)sulfonyloxy]-5-[(4-methylphenyl)sulfonyloxymethyl]pyrrolidine

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