[(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester

Base Information

• Chemical Name: [(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester
• CAS No.: 116699-82-2
• Molecular Formula: C₁₄H₁₉NO₅S
• Molecular Weight: 313.375

Synonyms:[(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester

Chemical Property of [(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester

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Technology Process of [(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester

There total 4 articles about [(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid 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: 37.0%

N-(3-hydroxypent-4-enyl)-4-methylbenzenesulfonamide (90778-63-5) → cis-N-(tolylsulfonyl)-3-hydroxypyrrolidine-2-acetic acid lactone (101927-00-8) + [(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester (116699-82-2) + N-(tolylsulfonyl)-5-chloro-3-pentenylamine (116699-83-3)

Guidance literature:

With carbon monoxide; copper dichloride; palladium dichloride; In methanol; for 24h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00259a024

Reference yield: 37.0%

carbon monoxide (201230-82-2) + N-(3-hydroxypent-4-enyl)-4-methylbenzenesulfonamide (90778-63-5) → 1-tosyl-1,2,5,6-tetrahydropyridine (57186-75-1) + cis-N-(tolylsulfonyl)-3-hydroxypyrrolidine-2-acetic acid lactone (101927-00-8) + [(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester (116699-82-2)

Guidance literature:

With copper dichloride; palladium dichloride; In methanol; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)88935-2

Reference yield: 37.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + N-(3-hydroxypent-4-enyl)-4-methylbenzenesulfonamide (90778-63-5) → cis-N-(tolylsulfonyl)-3-hydroxypyrrolidine-2-acetic acid lactone (101927-00-8) + [(2R,3S)-3-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetic acid methyl ester (116699-82-2) + N-(tolylsulfonyl)-5-chloro-3-pentenylamine (116699-83-3)

Guidance literature:

With copper dichloride; palladium dichloride; for 24h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00259a024

upstream raw materials:

methanol

carbon monoxide

N-(3-hydroxypent-4-enyl)-4-methylbenzenesulfonamide

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