phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

Base Information

Chemical Name:phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate
CAS No.:374072-95-4
Molecular Formula:C₁₆H₂₁NO₄
Molecular Weight:291.347
Hs Code.:

Synonyms:phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

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Chemical Property of phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

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Technology Process of phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

There total 7 articles about phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate 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: 85.0%

: 201158-30-7
phenylmethyl-(5S,4R)-4-(N-methoxy-N-methyl-carbamoyl)-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

: 374072-95-4
phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

Guidance literature:: With methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 2.75h;
DOI:10.1002/chem.201202073

Reference yield: 69.0%

: 75-16-1
methylmagnesium bromide

: 201158-30-7
phenylmethyl-(5S,4R)-4-(N-methoxy-N-methyl-carbamoyl)-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

: 374072-95-4
phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

Guidance literature:: In tetrahydrofuran; diethyl ether; at -40 - 20 ℃;
DOI:10.1021/ol016416e

Reference yield:

: 5618-95-1,19728-63-3,41151-16-0,85995-53-5,119221-16-8,80384-27-6
(2R,3S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid

: 374072-95-4
phenylmethyl-(5S,4R)-4-acetyl-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: K₂CO₃ / dimethylformamide / 0 - 20 °C

2.1: 11.96 g / toluenesulfonic acid monohydrate / benzene / 12 h / 20 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 0.08 h / -78 °C

3.2: 93 percent / tetrahydrofuran / -78 - -40 °C

4.1: 69 percent / tetrahydrofuran; diethyl ether / -40 - 20 °C

With isopropylmagnesium chloride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol016416e