(3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester

Base Information

Chemical Name:(3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester
CAS No.:313653-10-0
Molecular Formula:C₂₄H₃₅NO₅
Molecular Weight:417.546
Hs Code.:

Synonyms:(3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester

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Chemical Property of (3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester

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Technology Process of (3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester

There total 11 articles about (3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic 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: 72.0%

: 313653-09-7
(4R,5S)-4-methyl-3-((R)-4-methylheptanoyl)-5-phenyloxazolidin-2-one

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

: 313653-10-0
(3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester

Guidance literature:: (4R,5S)-4-methyl-3-((R)-4-methylheptanoyl)-5-phenyloxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -50 ℃; for 0.5h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -50 - 20 ℃;

Reference yield: 72.0%

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

: 313653-10-0
(3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester

Guidance literature:: (4R,5S)-4-methyl-3-((R)-4-methylheptanoyl)-5-phenyloxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -50 ℃; for 0.5h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -50 - 20 ℃; for 20h;

Reference yield:

: 37577-28-9,58550-13-3,757124-50-8
(1S,2R)-(+)-norphedrine

: 313653-10-0
(3S,5R)-5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / toluene / 110 °C / Inert atmosphere; Large scale reaction

2.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 2 h / 0 - 5 °C / Inert atmosphere; Large scale reaction

2.2: 16 h / 10 - 20 °C / Inert atmosphere; Large scale reaction

3.1: lithium diisopropyl amide / tetrahydrofuran; hexane / -55 °C / Inert atmosphere; Large scale reaction

3.2: -50 °C / Inert atmosphere; Large scale reaction

With pivaloyl chloride; potassium carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/op2001832