(3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester

Base Information

Chemical Name:(3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester
CAS No.:313652-76-5
Molecular Formula:C₂₂H₃₁NO₅
Molecular Weight:389.492
Hs Code.:

Synonyms:(3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester

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Chemical Property of (3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester

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Technology Process of (3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester

There total 4 articles about (3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl 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: 49.0%

: 313652-75-4
3-(3R,4-dimethylpentanoyl)-4R-phenyloxazolidin-2-one

: 5292-43-3
bromoacetic acid tert-butyl ester

: 313652-76-5
(3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester

Guidance literature:: 3-(3R,4-dimethylpentanoyl)-4R-phenyloxazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -65 - -30 ℃; for 0.916667h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -30 - 20 ℃; for 1.5h;
DOI:10.1021/jm049762l

Reference yield:

: 1775-44-6,10321-71-8,16666-43-6
(2E)-4-methylpent-2-enoic acid

: 313652-76-5
(3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 1 h / -20 °C

1.2: 30 percent / LiCl / tetrahydrofuran / -20 - 20 °C

2.1: CuBr*SMe₂ / tetrahydrofuran; diethyl ether / 0.33 h / -20 °C

2.2: 40 percent / tetrahydrofuran; diethyl ether / 0.5 h / -20 - -5 °C

3.1: LiHMDS / tetrahydrofuran / 0.92 h / -65 - -30 °C

3.2: 49 percent / tetrahydrofuran / 1.5 h / -30 - 20 °C

With copper(I) bromide dimethylsulfide complex; pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; 2.2: Michael addition;
DOI:10.1021/jm049762l

Reference yield:

: 90319-52-1,7480-32-2
(4R)-phenyl-2-oxazolidinone

: 313652-76-5
(3R)-(2-acetoxy-1R-phenylethylcarbamoyl)-4S,5-dimethylhexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 1 h / -20 °C

1.2: 30 percent / LiCl / tetrahydrofuran / -20 - 20 °C

2.1: CuBr*SMe₂ / tetrahydrofuran; diethyl ether / 0.33 h / -20 °C

2.2: 40 percent / tetrahydrofuran; diethyl ether / 0.5 h / -20 - -5 °C

3.1: LiHMDS / tetrahydrofuran / 0.92 h / -65 - -30 °C

3.2: 49 percent / tetrahydrofuran / 1.5 h / -30 - 20 °C

With copper(I) bromide dimethylsulfide complex; pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; 2.2: Michael addition;
DOI:10.1021/jm049762l