3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Base Information

Chemical Name:3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone
CAS No.:149366-34-7
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

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Chemical Property of 3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

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Technology Process of 3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

There total 8 articles about 3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-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: 85.0%

: 111292-75-2,148766-15-8,112530-01-5
(4S)-3-((2E)-2-butenoyl)-4-phenyl-1,3-oxazolidin-2-one

: 162247-15-6
(4-methoxy-2,6-dimethylphenyl)magnesium bromide

: 149366-34-7
3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; -10 deg C to RT, 1.5 h; RT, overnight;
DOI:10.1016/0040-4020(94)00996-8

Reference yield: 85.0%

: 75-16-1
methylmagnesium bromide

: 161869-53-0
(S)-3-[(E)-3-(4-Methoxy-2,6-dimethyl-phenyl)-acryloyl]-4-phenyl-oxazolidin-2-one

: 149366-34-7
3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

: 3(3S),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; Yields of byproduct given; -4 deg C, 90 min; RT, overnight;
DOI:10.1016/0040-4020(94)00996-8

Reference yield:

: 874-63-5
3,5-dimethylmethoxybenzene

: 149366-34-7
3(3R),4(S) 3-<3-(4'-methoxy-2',6'-dimethylphenyl)-1-oxobutyl>-4-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / Br₂ / CCl₄ / -25 °C

2: 1.) Mg / 1.) THF, reflux, 4 h, 2.) THF, 0 deg C to RT; RT, 1 h

3: potassium tert-butoxide / tetrahydrofuran / 2 h / Ambient temperature

4: LiOH*H₂O / methanol; H₂O

5: 1.) pivaloyl chloride, triethylamine / 1.) THF, -78 deg C, 15 min then 0 deg C, 45 min, 2.) THF, -78 deg C, 20 min then RT, 2 h

6: CuBr*(CH₃)2S / tetrahydrofuran; various solvent(s); diethyl ether / -4 deg C, 90 min; RT, overnight

With lithium hydroxide; copper(I) bromide dimethylsulfide complex; potassium tert-butylate; bromine; pivaloyl chloride; magnesium; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water;
DOI:10.1016/0040-4020(94)00996-8