(2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine

Base Information

Chemical Name:(2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine
CAS No.:1252632-23-7
Molecular Formula:C₂₀H₂₅N₃O₅S
Molecular Weight:419.502
Hs Code.:

Synonyms:(2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine

Chemical Property:

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Technology Process of (2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine

There total 6 articles about (2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine 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:

: 1252632-15-7
(2S,4R)-4-benzenesulfonyl-N-Boc-pyrrolidine-2-carboxylic acid

: 127946-77-4
1-amino-1-cyclopropanecarbonitrile hydrochloride

: 1252632-23-7
(2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine

Guidance literature:: (2S,4R)-4-benzenesulfonyl-N-Boc-pyrrolidine-2-carboxylic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -16 ℃; for 0.5h;

1-amino-1-cyclopropanecarbonitrile hydrochloride; In tetrahydrofuran; at 22 ℃;
DOI:10.1021/jm401528k

Reference yield:

: 74844-91-0,114676-69-6,135042-17-0,227935-38-8,102195-79-9
(2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester

: 1252632-23-7
(2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 5 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 22 °C

2.2: 50 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 °C

4.1: water; lithium hydroxide / tetrahydrofuran; methanol / 22 °C

5.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.5 h / -16 °C

5.2: 22 °C

With 4-methyl-morpholine; water; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; mineral oil;
DOI:10.1021/jm401528k

Reference yield:

: 146085-21-4
(2S,4R)-1-tert-butyl 2-methyl 4-(phenylthio)pyrrolidine-1,2-dicarboxylate

: 1252632-23-7
(2S,4R)-4-benzenesulfonyl-2-(1-cyanocyclopropylcarbamoyl)-N-Boc-pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 °C

2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 22 °C

3.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.5 h / -16 °C

3.2: 22 °C

With 4-methyl-morpholine; water; 3-chloro-benzenecarboperoxoic acid; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm401528k