(3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:270262-22-1
Molecular Formula:C₂₄H₂₈N₂O₆
Molecular Weight:440.496
Hs Code.:

Synonyms:(3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester

There total 8 articles about (3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester 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: 73.0%

: (benztriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluoroborate

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 270262-21-0
(2R, 4S)-4-(4-methoxyphenyl)-5-oxopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 270262-22-1
(3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield: 73.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 270262-21-0
(2R, 4S)-4-(4-methoxyphenyl)-5-oxopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 270262-22-1
(3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jm0001368

Reference yield:

: 5720-07-0
4-methoxyphenylboronic acid

: 270262-22-1
(3S, 5R)-5-benzyloxycarbamoyl-3-(4-methoxyphenyl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene / 1 h / Heating

2: 100 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 2280.15 Torr

3: 48 percent / 0.5 M aq. HCl / tetrahydrofuran

4: 98 percent / aq. H₅IO₆; CrO₃ / acetonitrile / 0 °C

5: 73 percent / BOP; i-Pr₂NEt / CH₂Cl₂

With chromium(VI) oxide; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; periodic acid; N-ethyl-N,N-diisopropylamine; 20percent Pd(OH)2/C; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile; 1: Suzuki coupling / 2: Catalytic hydrogenation / 3: desilylation / 4: Oxidation / 5: Acylation;
DOI:10.1021/jm0001368