(3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

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Chemical Name:(3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester
CAS No.:1037367-50-2
Molecular Formula:C₂₆H₃₂FNO₆S
Molecular Weight:505.608
Hs Code.:

Synonyms:(3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

There total 4 articles about (3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl 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: 69.0%

: 1037367-49-9
(3S)-4-fluoro-3-(3-hydroxy-1-propyl)-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

: 98-09-9
benzenesulfonyl chloride

: 1037367-50-2
(3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12.5h; Cooling with ice;
DOI:10.1248/cpb.c18-00671

Reference yield:

: 1037367-48-8
(3S)-3-[3-(tert-butyldimethylsilyloxy)-1-propyl]- 4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

: 1037367-50-2
(3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 21.5 h / 20 °C / Cooling with ice

2: triethylamine; dmap / dichloromethane / 12.5 h / 20 °C / Cooling with ice

With dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.c18-00671

Reference yield:

: 1037367-47-7
(3S)-3-[3-(tert-butyldimethylsilyloxy)-1-propyl]-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

: 1037367-50-2
(3S)-3-(3-phenylsulfonyloxy-1-propyl)-4-fluoro-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -15 - -5 °C / Inert atmosphere

1.2: 17 h / -15 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 21.5 h / 20 °C / Cooling with ice

3.1: triethylamine; dmap / dichloromethane / 12.5 h / 20 °C / Cooling with ice

With dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.c18-00671