(4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester
CAS No.:858342-84-4
Molecular Formula:C₂₄H₂₄BrN₃O₅
Molecular Weight:514.376
Hs Code.:

Synonyms:(4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

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Chemical Property of (4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

There total 4 articles about (4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic 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:

: 918497-04-8
(Z)-N-4-bromophenylbenzohydrazonoyl bromide

: 419532-01-7
tert-butyl(E)-4-oxo-4-(2-oxo-1,3-oxazolidin-3-yl)-2-butenoate

: 858342-84-4
(4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

: (4R,5S)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

Guidance literature:: With 4 A molecular sieve; magnesium bis(trifluoromethane solfonyl)imide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 6h; Title compound not separated from byproducts;
DOI:10.1021/ja051650b

Reference yield:

: N-(4-bromo-phenyl)-N'-[1-phenyl-meth-(E)-ylidene]-hydrazine

: 858342-84-4
(4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NBS; Me₂S / CH₂Cl₂ / 4 h / -78 - 20 °C

2: Mg(NTf₂)2; chiral ligand; 4 A molecular sieves / iPr₂NEt / CH₂Cl₂ / 6 h / -78 °C

With N-Bromosuccinimide; dimethylsulfide; 4 A molecular sieve; magnesium bis(trifluoromethane solfonyl)imide; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ja051650b

Reference yield:

: 45022-27-3,120515-28-8,135355-96-3
(E)-3-t-butoxycarbonyl-2-butenoic acid

: 858342-84-4
(4S,5R)-1-(4-bromophenyl)-4,5-dihydro-5-(oxazolidin-2-one-3-carbonyl)-3-phenyl-1H-pyrazole-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: (COCl)2; DMF / CH₂Cl₂ / 2 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.92 h / 0 - 20 °C

2.2: tetrahydrofuran / 4 h / 20 °C

3.1: Mg(NTf₂)2; chiral ligand; 4 A molecular sieves / iPr₂NEt / CH₂Cl₂ / 6 h / -78 °C

With oxalyl dichloride; 4 A molecular sieve; sodium hydride; N,N-dimethyl-formamide; magnesium bis(trifluoromethane solfonyl)imide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja051650b