(3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate

Base Information

Chemical Name:(3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate
CAS No.:1323886-48-1
Molecular Formula:C₂HF₃O₂*C₂₈H₃₃N₅O₄S₂
Molecular Weight:681.757
Hs Code.:

Synonyms:(3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate

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Chemical Property of (3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate

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Technology Process of (3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate

There total 4 articles about (3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate 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: 51.0%

: 557-21-1
zinc(II) cyanide

: 1323886-52-7
(3S,4S)-3,4-bis-[(4-bromo-benzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidine-1-carboxylic acid t-butyl ester

: 76-05-1
trifluoroacetic acid

: 1323886-48-1
(3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate

Guidance literature:: zinc(II) cyanide; (3S,4S)-3,4-bis-[(4-bromo-benzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidine-1-carboxylic acid t-butyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 175 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

trifluoroacetic acid; In water; acetonitrile;
DOI:10.1016/j.jmb.2011.04.052

Reference yield:

: 870-63-3
prenyl bromide

: 1323886-48-1
(3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / 12 h / 0 - 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 175 °C / Inert atmosphere; Microwave irradiation

2.2: Reversed-phase column(Redisep-C-18)

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.jmb.2011.04.052

Reference yield:

: 98-58-8
4-bromobenzenesulfonyl chloride

: 1323886-48-1
(3S,4S)-3,4-bis-[(4-cyanobenzenesulfonyl)-(3-methyl-but-2-enyl)-amino]pyrrolidinium trifluoroacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 12 h / 20 °C / Cooling with ice

2.1: potassium carbonate / acetonitrile / 12 h / 0 - 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 175 °C / Inert atmosphere; Microwave irradiation

3.2: Reversed-phase column(Redisep-C-18)

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.jmb.2011.04.052