tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Base Information

• Chemical Name: tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS No.: 254878-63-2
• Molecular Formula: C₁₉H₂₉NO₄
• Molecular Weight: 335.444

Synonyms:tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Chemical Property of tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Chemical Property:

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Technology Process of tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

There total 1 articles about tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-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: 73.0%

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (102308-32-7) + phenethylmagnesium chloride (90878-19-6) → tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (254878-63-2)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/S0960-894X(99)00553-3

Reference yield: 64.0%

tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (254878-63-2) → tert-butyl N-[(1S,2RS)-2-hydroxy-1-hydroxymethyl-4-phenylbutyl]carbamate

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 5h;

Reference yield: 26.0%

tert-butyl (4S)-4-[(1RS)-1-hydroxy-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (254878-63-2) → tert-butyl (4S)-4-[(1S)-1-fluoro-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (254878-66-5)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 ℃;

DOI:10.1016/S0960-894X(99)00553-3

upstream raw materials:

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

phenethylmagnesium chloride

Downstream raw materials:

((1S,2R)-2-Hydroxy-1-hydroxymethyl-4-phenyl-butyl)-carbamic acid tert-butyl ester

((1S,2S)-2-Hydroxy-1-hydroxymethyl-4-phenyl-butyl)-carbamic acid tert-butyl ester

tert-butyl (4S)-4-[(1S)-1-fluoro-3-phenylpropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

(2S,3S)-2-amino-3-fluoro-5-phenyl-1-pentanol

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