(-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine

Base Information

• Chemical Name: (-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine
• CAS No.: 162181-53-5
• Molecular Formula: C₂₆H₂₃NO₅S
• Molecular Weight: 461.538

Synonyms:(-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine

Chemical Property of (-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine

Chemical Property:

Purity/Quality:

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Technology Process of (-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine

There total 3 articles about (-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine 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:

(furan-2-yloxy)-trimethylsilane (61550-02-5) + (4R)-2-methoxy-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine → (-)-(2S,4R,5'S)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine + (-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine (162181-53-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 4h; Yield given. Yields of byproduct given;

DOI:10.1016/0957-4166(94)80085-5

Reference yield:

(R)-N-(2-hydroxy-1-phenylethyl)-4-methyl-S-methylenebenzenesulfinamide (118917-59-2) → (-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine (162181-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / MeSO₃H / 1.) RT, 24 h, 2.) 130 deg C, 2 h

2: BF₃*Et₂O / CH₂Cl₂ / 4 h / -78 °C

With methanesulfonic acid; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/0957-4166(94)80085-5

Reference yield:

orthobenzoic acid trimethyl ester (707-07-3) → (-)-(2S,4R,5'R)-2-(2'-oxo-2',5'-dihydro-5'-furyl)-2,4-diphenyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidine (162181-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / MeSO₃H / 1.) RT, 24 h, 2.) 130 deg C, 2 h

2: BF₃*Et₂O / CH₂Cl₂ / 4 h / -78 °C

With methanesulfonic acid; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/0957-4166(94)80085-5

upstream raw materials:

(furan-2-yloxy)-trimethylsilane

(R)-N-(2-hydroxy-1-phenylethyl)-4-methyl-S-methylenebenzenesulfinamide

orthobenzoic acid trimethyl ester

Downstream raw materials:

(4R,5R)-4-[(3,4-Dimethoxy-phenyl)-bis-phenylsulfanyl-methyl]-5-[(2S,4R)-2,4-diphenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-dihydro-furan-2-one

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