(4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

Base Information

Chemical Name:(4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone
CAS No.:90719-36-1
Molecular Formula:C₁₈H₁₉NO₃
Molecular Weight:297.354
Hs Code.:

Synonyms:(4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

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Technology Process of (4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

There total 4 articles about (4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-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: 82.0%

: 90719-28-1
(4R,5S)-3-acryloyl-4-methyl-5-phenyl-1,3-oxazolidin-2-one

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 90719-36-1
(4R,5S)-3-((1R,2R,4R)-Bicyclo[2.2.1]hept-5-ene-2-carbonyl)-4-methyl-5-phenyl-oxazolidin-2-one

: 90719-36-1
(4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: With diethylaluminium chloride; In dichloromethane; toluene; at -100 ℃; for 0.0833333h; Yield given;
DOI:10.1021/ja00212a037

Reference yield: 82.0%

: 90719-28-1
(4R,5S)-3-acryloyl-4-methyl-5-phenyl-1,3-oxazolidin-2-one

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 90719-36-1
(4R,5S)-3-((1R,2R,4R)-Bicyclo[2.2.1]hept-5-ene-2-carbonyl)-4-methyl-5-phenyl-oxazolidin-2-one

: 90719-36-1
(4R,5S)-3-((3'S,4'S,6'S)-bicyclo<2.2.1>heptene-4'-carbonyl)-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: With diethylaluminium chloride; In dichloromethane; toluene; at -100 ℃; for 0.0833333h; Yield given;
DOI:10.1021/ja00212a037

Reference yield:

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

: 90719-36-1
(4R,5S)-3-((1R,2R,4R)-Bicyclo[2.2.1]hept-5-ene-2-carbonyl)-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / 1.) hydroquinone, methylmagnesium bromide 3.) sat. aq. ammonium chloride / 1.) THF, ether, 0 deg C, 10 min; 2.) THF, ether, 5 min

2: diethylaluminum chloride / CH₂Cl₂; toluene / 0.08 h / -100 °C

With methylmagnesium bromide; ammonium chloride; diethylaluminium chloride; hydroquinone; In dichloromethane; toluene;
DOI:10.1021/ja00212a037