(R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate

Base Information

Chemical Name:(R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate
CAS No.:1246937-60-9
Molecular Formula:C₁₇H₁₇ClN₂O₄
Molecular Weight:348.786
Hs Code.:

Synonyms:(R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate

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Chemical Property of (R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate

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Technology Process of (R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate

There total 4 articles about (R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-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: 80.0%

: D-proline benzyl ester hydrochloride

: 208465-62-7
2-(chloromethyl)oxazole-4-carboxylic acid

: 1246937-60-9
(R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate

Guidance literature:: 2-(chloromethyl)oxazole-4-carboxylic acid; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 0.5h; Inert atmosphere;

D-proline benzyl ester hydrochloride; With triethylamine; In dichloromethane; for 12h; Inert atmosphere;
DOI:10.1002/anie.201002220

Reference yield:

: 289030-37-1
2-dichloromethyl-4,5-dihydrooxazole-4-carboxylic acid methyl ester

: 1246937-60-9
(R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / Inert atmosphere

2.1: camphor-10-sulfonic acid / toluene / 70 °C / Inert atmosphere

3.1: water; lithium hydroxide / tetrahydrofuran / 12 h / Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h

4.2: 12 h

With camphor-10-sulfonic acid; water; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo202119p

Reference yield:

: methyl 2-(chloromethyl)-4-methoxy-4, 5-dihydro-1,3-oxazole-4-carboxylate

: 1246937-60-9
(R)-benzyl 1-(2-(chloromethyl)oxazole-4-carbonyl)-pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: camphor-10-sulfonic acid / toluene / 70 °C / Inert atmosphere

2.1: water; lithium hydroxide / tetrahydrofuran / 12 h / Inert atmosphere

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h

3.2: 12 h

With camphor-10-sulfonic acid; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo202119p