(2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide

Base Information

Chemical Name:(2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide
CAS No.:192325-33-0
Molecular Formula:C₂₇H₂₆N₂O₅
Molecular Weight:458.514
Hs Code.:

Synonyms:(2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide

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Chemical Property of (2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide

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Technology Process of (2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide

There total 5 articles about (2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide 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: 26.0%

: 622-33-3
N-benzyloxyamine

: 192325-27-2
(2'S,4'R)-(+)-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)acetic acid

: 192325-34-1
(R)-2-acetylamino-2-benzyl-N-benzyloxysuccinimide

: 192325-33-0
(2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; 1.) r.t., 80 min, 2.) r.t., 80 min;
DOI:10.1039/a608165g

Reference yield:

: 673-06-3,25191-15-5,658-69-5,67675-33-6
D-(R)-phenylalanine

: 192325-33-0
(2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) aq. NaOH / 1.) cyclohexane, reflux, 23 h, 2.) CH₂Cl₂, -20 deg C, 2 h; 4 deg C, 4 d

2: 83 percent / LiHMDS / tetrahydrofuran / 1.) -78 deg C, 7 min, 2.) -78 deg C, 2 h; r.t., 20 h

3: 62 percent / TFA / tetrahydrofuran / 3 h / Ambient temperature

4: 26 percent / Et₃N, BOP / CH₂Cl₂ / 1.) r.t., 80 min, 2.) r.t., 80 min

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1039/a608165g

Reference yield:

: 100-52-7
benzaldehyde

: 192325-33-0
(2'S,4'R)-(-)-2-(3'-acetyl-4'-benzyl-5'-oxo-2'-phenyl-1',3'-oxazolidin-4'-yl)-N-benzyloxyacetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) aq. NaOH / 1.) cyclohexane, reflux, 23 h, 2.) CH₂Cl₂, -20 deg C, 2 h; 4 deg C, 4 d

2: 83 percent / LiHMDS / tetrahydrofuran / 1.) -78 deg C, 7 min, 2.) -78 deg C, 2 h; r.t., 20 h

3: 62 percent / TFA / tetrahydrofuran / 3 h / Ambient temperature

4: 26 percent / Et₃N, BOP / CH₂Cl₂ / 1.) r.t., 80 min, 2.) r.t., 80 min

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1039/a608165g