Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester

Base Information

• Chemical Name: Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester
• CAS No.: 219506-93-1
• Molecular Formula: C₁₆H₂₁NO₆S
• Molecular Weight: 355.412

Synonyms:Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester

Chemical Property of Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester

There total 2 articles about Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-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: 100.0%

methanesulfonyl chloride (124-63-0) + (4R,5S)-3-((R)-2-Hydroxymethyl-butyryl)-4-methyl-5-phenyl-oxazolidin-2-one (219506-89-5) → Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester (219506-93-1)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0968-0896(98)00142-4

Reference yield:

(4R,5S)-(+)-4-methyl-3-(1'-oxobutyl)-5-phenyloxazolidin-2-one (80697-91-2) → Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester (219506-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Bu₂BOTf, Et₃N / 1.) CH₂Cl₂, -15 deg C, 2.) CH₂Cl₂, -78 deg C to 0 deg C

2: 100 percent / Et₃N / CH₂Cl₂

With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane;

DOI:10.1016/S0968-0896(98)00142-4

Reference yield: 84.0%

Methanesulfonic acid (R)-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butyl ester (219506-93-1) → (4R,5S)-3-((S)-2-Iodomethyl-butyryl)-4-methyl-5-phenyl-oxazolidin-2-one (219506-97-5)

Guidance literature:

With sodium iodide; In acetone; Heating;

DOI:10.1016/S0968-0896(98)00142-4

upstream raw materials:

methanesulfonyl chloride

(4R,5S)-3-((R)-2-Hydroxymethyl-butyryl)-4-methyl-5-phenyl-oxazolidin-2-one

(4R,5S)-(+)-4-methyl-3-(1'-oxobutyl)-5-phenyloxazolidin-2-one

Downstream raw materials:

(4R,5S)-3-((S)-2-Iodomethyl-butyryl)-4-methyl-5-phenyl-oxazolidin-2-one

(S)-4-[(S)-2-((4R,5S)-4-Methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butylsulfanyl]-2-(4-nitro-benzyloxycarbonylamino)-butyric acid methyl ester

(S)-4-[(S)-2-((4R,5S)-4-Methyl-2-oxo-5-phenyl-oxazolidine-3-carbonyl)-butane-1-sulfinyl]-2-(4-nitro-benzyloxycarbonylamino)-butyric acid methyl ester

methyl (2S)-4-{(2S)-2-[((4R,5S)-4-methyl-5-phenyl-2-oxazolidinone-3-yl)carbonyl]butyl-(R,S)-sulfonimidoyl}-2-(N-4-nitrobenzyloxycarbonylamino)butanoate

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