Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

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Chemical Name:Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester
CAS No.:753487-51-3
Molecular Formula:C₂₈H₃₄N₂O₇
Molecular Weight:510.587
Hs Code.:

Synonyms:Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

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Chemical Property of Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

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Technology Process of Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

There total 5 articles about Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl 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: 85.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 753487-50-2
Benzoic acid (2R,4S)-4-azido-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester

: 753487-51-3
Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 760 Torr;
DOI:10.1021/ol049065n

Reference yield:

: 914641-62-6
Benzoic acid (R)-4-carboxy-2-methyl-butyl ester

: 753487-51-3
Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: (COCl)2; DMF / CH₂Cl₂ / 2 h / 20 °C

2.1: 7.21 g / tetrahydrofuran / 4 h / -78 - 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

3.2: trisyl azide / tetrahydrofuran / 0.05 h / -78 °C

3.3: 73 percent / KOAc; HOAc / tetrahydrofuran / 2.5 h / 30 °C

4.1: 85 percent / H₂ / Pd/C / ethyl acetate / 20 °C / 760 Torr

With oxalyl dichloride; hydrogen; sodium hexamethyldisilazane; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ol049065n

Reference yield:

: Benzoic acid (R)-4-chlorocarbonyl-2-methyl-butyl ester

: 753487-51-3
Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 7.21 g / tetrahydrofuran / 4 h / -78 - 20 °C

2.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: trisyl azide / tetrahydrofuran / 0.05 h / -78 °C

2.3: 73 percent / KOAc; HOAc / tetrahydrofuran / 2.5 h / 30 °C

3.1: 85 percent / H₂ / Pd/C / ethyl acetate / 20 °C / 760 Torr

With hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;
DOI:10.1021/ol049065n