(+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate

Base Information

• Chemical Name: (+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate
• CAS No.: 151074-83-8
• Molecular Formula: C₁₄H₁₅NO₅
• Molecular Weight: 277.277
• Mol file: 151074-83-8.mol

Synonyms:(+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate

Chemical Property of (+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate

There total 5 articles about (+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate 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: 20.0%

(S)-2-[1,3]Oxazinan-2-yl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propionic acid methyl ester → (+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate (151074-83-8) + (S)-N-(3-Hydroxy-propyl)-2-methyl-3-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-propionamide (151074-98-5)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 25 ℃; for 48h;

DOI:10.1021/jo00074a016

Reference yield:

(6S,7S)-7-<(4S)-2-Oxo-4-phenyl-1,3-oxazolidin-3-yl>-1-aza-5-oxabicyclo<4.2.0>octan-8-one (134627-50-2) → (+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate (151074-83-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / KHMDS / toluene; tetrahydrofuran; dimethylformamide / 1.) -78 deg C, 1 h, 2.) -78 deg C, 15 min

2: HCl / methanol / 24 h / 25 °C

3: 50 percent / 1 N HCl / tetrahydrofuran / 48 h / 25 °C

With hydrogenchloride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00074a016

Reference yield:

(6S,7S)-7-((S)-2,2-Dimethyl-4-phenyl-oxazolidin-3-yl)-5-oxa-1-aza-bicyclo[4.2.0]octan-8-one → (+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate (151074-83-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 0.2 N HCl / tetrahydrofuran / 0.75 h / 25 °C

2: i-Pr₂NEt / CH₂Cl₂ / 0.75 h / 0 °C

3: 80 percent / KHMDS / toluene; tetrahydrofuran; dimethylformamide / 1.) -78 deg C, 1 h, 2.) -78 deg C, 15 min

4: HCl / methanol / 24 h / 25 °C

5: 50 percent / 1 N HCl / tetrahydrofuran / 48 h / 25 °C

With hydrogenchloride; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00074a016

upstream raw materials:

(6S,7S)-7-<(4S)-2-Oxo-4-phenyl-1,3-oxazolidin-3-yl>-1-aza-5-oxabicyclo<4.2.0>octan-8-one

(+)-(6S,7S)-7-Methyl-7-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-1-aza-5-oxabicyclo<4.2.0>octan-8-one

Downstream raw materials:

(S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

(S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

(S)-2-Methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-pentanedioic acid

(+)-(2S)-Methyl 2-methyl-4-cyano-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>butanoate