(S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate
CAS No.:1563039-99-5
Molecular Formula:C₂₁H₂₉N₃O₃S₂
Molecular Weight:435.612
Hs Code.:

Synonyms:(S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

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Chemical Property of (S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

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Technology Process of (S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

There total 5 articles about (S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate 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: 84.0%

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 1563039-94-0
(R)-(2-(benzylthio)-4,5-dihydrothiazol-4-yl)methanamine

: 1563039-99-5
(S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: 1-(tert-butoxycarbonyl)-L-proline; With 4-methyl-morpholine; chloroformic acid ethyl ester; In tetrahydrofuran; at -10 ℃; for 0.5h;

(R)-(2-(benzylthio)-4,5-dihydrothiazol-4-yl)methanamine; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2014.01.006

Reference yield:

: 1363683-64-0
(R)-2-benzylthio-4-hydroxymethyl-4,5-dihydro-1,3-thiazole

: 1563039-99-5
(S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / chloroform / 60 h / 25 °C

2.1: sodium azide / dimethyl sulfoxide / 24 h / 30 °C

3.1: triphenylphosphine; water / tetrahydrofuran / 2 h / 20 °C

4.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran / 0.5 h / -10 °C

4.2: 12 h / 20 °C

With 4-methyl-morpholine; sodium azide; water; chloroformic acid ethyl ester; triethylamine; triphenylphosphine; In tetrahydrofuran; chloroform; dimethyl sulfoxide;
DOI:10.1016/j.tet.2014.01.006

Reference yield:

: 1563039-90-6
C₁₁H₁₂N₄S₂

: 1563039-99-5
(S)-tert-butyl-2-((((R)-2-(benzylthio)-4,5-dihydrothiazol-4-yl)methyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine; water / tetrahydrofuran / 2 h / 20 °C

2.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran / 0.5 h / -10 °C

2.2: 12 h / 20 °C

With 4-methyl-morpholine; water; chloroformic acid ethyl ester; triphenylphosphine; In tetrahydrofuran;
DOI:10.1016/j.tet.2014.01.006