(S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

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Chemical Name:(S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate
CAS No.:1269659-57-5
Molecular Formula:C₂₈H₂₈N₂O₄
Molecular Weight:456.541
Hs Code.:

Synonyms:(S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

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Chemical Property of (S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

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Technology Process of (S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

There total 2 articles about (S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)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: 83.0%

: 100-58-3
phenylmagnesium bromide

: (S)-methyl 2-((S)-1-((benzyloxy)carbonyl)-pyrrolidin-2-yl)-4,5-dihydrooxazole-4-carboxylate

: 1269659-57-5
(S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

Guidance literature:: phenylmagnesium bromide; (S)-methyl 2-((S)-1-((benzyloxy)carbonyl)-pyrrolidin-2-yl)-4,5-dihydrooxazole-4-carboxylate; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 1h;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether;
DOI:10.5012/bkcs.2011.32.1.311

Reference yield:

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 1269659-57-5
(S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran / 20 °C

2: diethylamino-sulfur trifluoride / dichloromethane / 0.5 h / -78 °C

3: tetrahydrofuran; diethyl ether / 1 h / 0 - 20 °C

With diethylamino-sulfur trifluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.5012/bkcs.2011.32.1.311

Reference yield: 45.0%

: 1269659-57-5
(S)-benzyl 2-((S)-4,5-dihydro-4-(hydroxydiphenyl-methyl)oxazol-2-yl)pyrrolidine-1-carboxylate

: 1269659-58-6
((S)-4,5-dihydro-2-((S)-pyrrolidin-2-yl)oxazol-4-yl)diphenylmethanol

Guidance literature:: With cyclohexa-1,4-diene; palladium 10% on activated carbon; hydrogen; In ethanol; for 12h; under 760.051 Torr;
DOI:10.5012/bkcs.2011.32.1.311