Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester

Base Information

• Chemical Name: Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester
• CAS No.: 900807-19-4
• Molecular Formula: C₂₄H₂₉NO₇S
• Molecular Weight: 475.563
• Mol file: 900807-19-4.mol

Synonyms:Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester

Chemical Property of Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester

There total 3 articles about Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-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: 98.0%

(S)-3-((2S,3R)-6-Benzyloxy-3-hydroxy-2-methyl-hexanoyl)-4-phenyl-oxazolidin-2-one (900807-18-3) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester (900807-19-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/ol0609661

Reference yield:

4-benzyloxybutanal (5470-84-8) → Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester (900807-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TiCl₄; TMEDA / CH₂Cl₂ / 2 h / 0 °C

1.2: 75 percent / CH₂Cl₂ / 12 h / 0 °C

2.1: 98 percent / triethylamine / CH₂Cl₂ / 20 °C

With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; triethylamine; In dichloromethane;

DOI:10.1021/ol0609661

Reference yield:

(4S)-4-benzyl-3-propionyl-1,3-oxazolidin-2-one (184363-66-4) → Methanesulfonic acid (R)-4-benzyloxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester (900807-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TiCl₄; TMEDA / CH₂Cl₂ / 2 h / 0 °C

1.2: 75 percent / CH₂Cl₂ / 12 h / 0 °C

2.1: 98 percent / triethylamine / CH₂Cl₂ / 20 °C

With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; triethylamine; In dichloromethane;

DOI:10.1021/ol0609661

upstream raw materials:

(S)-3-((2S,3R)-6-Benzyloxy-3-hydroxy-2-methyl-hexanoyl)-4-phenyl-oxazolidin-2-one

methanesulfonyl chloride

4-benzyloxybutanal

(4S)-4-benzyl-3-propionyl-1,3-oxazolidin-2-one

Downstream raw materials:

Methanesulfonic acid (R)-4-hydroxy-1-[(S)-1-methyl-2-oxo-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-ethyl]-butyl ester

Refernces