(3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate

Base Information

Chemical Name:(3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate
CAS No.:1351467-50-9
Molecular Formula:C₂₈H₃₃NO₅
Molecular Weight:463.574
Hs Code.:

Synonyms:(3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate

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Chemical Property of (3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate

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Technology Process of (3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate

There total 4 articles about (3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate 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: 83.0%

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

: 142078-08-8
(4S)-3-((3S)-3-phenylhex-5-enoyl)-4-benzyl-1,3-oxazolidin-2-one

: 1351467-50-9
(3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate

Guidance literature:: (4S)-3-((3S)-3-phenylhex-5-enoyl)-4-benzyl-1,3-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -78 ℃; for 0.833333h;

Reference yield:

: 133812-18-7
(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one

: 1351467-50-9
(3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4-but-1-enylmagnesium bromide / copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

2.2: 0.83 h / -78 °C

With 4-but-1-enylmagnesium bromide; sodium hexamethyldisilazane; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran;

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 1351467-50-9
(3S,4S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-4-phenylhept-6-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 - 0 °C

2.1: 4-but-1-enylmagnesium bromide / copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

3.2: 0.83 h / -78 °C

With n-butyllithium; 4-but-1-enylmagnesium bromide; sodium hexamethyldisilazane; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; hexane;