(4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

Base Information

Chemical Name:(4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone
CAS No.:112529-99-4
Molecular Formula:C₂₁H₂₅NO₃
Molecular Weight:339.434
Hs Code.:

Synonyms:(4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

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Chemical Property of (4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

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Technology Process of (4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

There total 10 articles about (4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone 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: 70.0%

: 94418-32-3
(4R,5S)-3-((E,E)-2',8',10'-undecatrienoyl)-4-methyl-5-phenyl-2-oxazolidinone

: 112529-99-4
(4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

: 94417-67-1,94482-07-2,112529-99-4
(4R,5S)-4-Methyl-3-((1S,4aR,8aS)-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-5-phenyl-oxazolidin-2-one

Guidance literature:: With dimethylaluminum chloride; In dichloromethane; at -30 ℃; for 5h; Yields of byproduct given;
DOI:10.1016/S0040-4039(01)90184-4

Reference yield: 70.0%

: 94418-32-3
(4R,5S)-3-((E,E)-2',8',10'-undecatrienoyl)-4-methyl-5-phenyl-2-oxazolidinone

: 112529-99-4
(4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

: 94417-67-1,94482-07-2,112529-99-4
(4R,5S)-4-Methyl-3-((1S,4aR,8aS)-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-5-phenyl-oxazolidin-2-one

Guidance literature:: With dimethylaluminum chloride; In dichloromethane; at -30 ℃; for 5h; Yields of byproduct given;
DOI:10.1016/S0040-4039(01)90184-4

Reference yield:

: 77943-39-6
4-methyl-5-phenyloxazolidin-2-one

: 112529-99-4
(4R,5S)-3-((4'R,5'R,6'S)-bicyclo<4.4.0>decene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / 1.) n-butyllithium / tetrahydrofuran / 1.) -78 deg C, 10 min; 2.) -78 deg C then r.t.

2: 70 percent / dimethylaluminum chloride / CH₂Cl₂; toluene / 5 h / -30 °C

With n-butyllithium; dimethylaluminum chloride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja00212a037