(R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl ester

Base Information

• Chemical Name: (R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl ester
• CAS No.: 142980-10-7
• Molecular Formula: C₂₉H₂₈N₂O₆S
• Molecular Weight: 532.617
• Mol file: 142980-10-7.mol

Synonyms:

Chemical Property of (R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl ester

There total 4 articles about (R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl 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:

Methyl-D-(α-methylthioimino)-p-benzyloxyphenylacetat (63856-30-4) + 2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride (99333-55-8) → (R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl ester (142980-10-7) + (R)-(4-Benzyloxy-phenyl)-{methylsulfanylmethyl-[2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-acetyl]-amino}-acetic acid methyl ester; hydrochloride

Guidance literature:

With triethylamine; In dichloromethane; 1) 0 deg C, 2 h, 2) r.t., 2 h;

DOI:10.1021/jo00046a030

Reference yield:

Methyl-D-(α-methylthioimino)-p-benzyloxyphenylacetat (63856-30-4) → (R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl ester (142980-10-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 17 percent / diethyl ether / 23 h / 5171.5 Torr / Irradiation

2: 0.2N HCl / methanol / 48 h

3: 37 mg / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

With pyridine; hydrogenchloride; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jo00046a030

Reference yield:

(R)-(4-Benzyloxy-phenyl)-[(2S,3R)-3-((S)-2,2-dimethyl-4-phenyl-oxazolidin-3-yl)-2-methylsulfanyl-4-oxo-azetidin-1-yl]-acetic acid methyl ester → (R)-(4-Benzyloxy-phenyl)-[(2S,3R)-2-methylsulfanyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidin-1-yl]-acetic acid methyl ester (142980-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.2N HCl / methanol / 48 h

2: 37 mg / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

With pyridine; hydrogenchloride; In methanol; dichloromethane;

DOI:10.1021/jo00046a030

upstream raw materials:

bis(trichloromethyl) carbonate

Methyl-D-(α-methylthioimino)-p-benzyloxyphenylacetat

2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride