(2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine

Base Information

• Chemical Name: (2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine
• CAS No.: 144016-22-8
• Molecular Formula: C₁₈H₂₁NO₄S
• Molecular Weight: 347.435

Synonyms:(2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine

Chemical Property of (2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine

Chemical Property:

Purity/Quality:

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Technology Process of (2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine

There total 3 articles about (2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-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: 100.0%

(1'R,2'R)-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-methylbenzenesulfonamide (143957-01-1) + trimethyl orthoformate (149-73-5) → (2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine (144016-22-8)

Guidance literature:

With methanesulfonic acid; at 15 ℃; for 1h;

DOI:10.1016/S0040-4020(01)89849-5

Reference yield:

(1R,2R)-norephedrine hydrochloride (53643-20-2) → (2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine (144016-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 14 h / 0 °C

2: 100 percent / MeSO₃H / 1 h / 15 °C

With methanesulfonic acid; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)89849-5

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (2S,4R,5R)-2-methoxy-4-methyl-3-(4-methylbenzenesulfonyl)-5-phenyl-1,3-oxazolidine (144016-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 14 h / 0 °C

2: 100 percent / MeSO₃H / 1 h / 15 °C

With methanesulfonic acid; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)89849-5

upstream raw materials:

(1'R,2'R)-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-methylbenzenesulfonamide

trimethyl orthoformate

(1R,2R)-norephedrine hydrochloride

p-toluenesulfonyl chloride

Downstream raw materials:

(2R,4R,5R)-4-methyl-3-(4-methylbenzenesulfonyl)-2-(2-oxopropyl)-5-phenyl-1,3-oxazolidine

<2R,4R,5R,2(1S)>-4-methyl-3-(4-methylbenzenesulfonyl)-2-(2-oxocyclohexyl)-5-phenyl-1,3-oxazolidine

<2R,4R,5R,2(1R)>-4-methyl-3-(4-methylbenzenesulfonyl)-2-(2-oxocyclohexyl)-5-phenyl-1,3-oxazolidine

<2R,4R,5R,2(1S)>-4-methyl-3-(4-methylbenzenesulfonyl)-2-(1-methyl-2-oxocyclohexyl)-5-phenyl-1,3-oxazolidine

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