1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:221526-49-4
Molecular Formula:C₂₂H₃₂N₂O₆S
Molecular Weight:452.572
Hs Code.:

Synonyms:1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of 1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of 1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate

There total 8 articles about 1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate 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: 95.0%

: 221526-48-3
4-(1-benzenesulfonyl-2-oxo-piperidin-3-ylidenemethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 221526-49-4
1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 48h;

Reference yield:

: 221526-47-2
1,1-dimethylethyl (4S)-4-[(RS)-[(3RS)-3-benzenesulfonyl-2-oxopiperidin-3-yl]hydroxymethyl]-2,2-dimethyloxazolidine-3-carboxylate

: 221526-49-4
1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: MsCl; Et₃N / CH₂Cl₂ / 3.5 h / 0 - 20 °C

1.2: 71 percent / DBU / CH₂Cl₂ / 1 h / -10 °C

2.1: 95 percent / H₂ / Pd-C / ethyl acetate / 48 h / 20 °C

With hydrogen; methanesulfonyl chloride; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

Reference yield:

: 2766-43-0
N-tert-butyloxycarbonyl-L-serine methyl ester

: 221526-49-4
1,1-dimethylethyl (4R)-4-[(3RS)-1-benzenesulfonyl-2-oxopiperidin-3-yl]methyl-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / p-TsOH / benzene / 3 h / Ambient temperature

2: 93 percent / DIBAL-H / toluene / 2 h / -78 °C

3: 70 percent / LiN(TMS)2 / tetrahydrofuran / 11 h / -60 °C

4: Et₃N / CH₂Cl₂

5: DBU / benzene / Heating

6: hydrogen / PtO₂

With hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; toluene; benzene;
DOI:10.1016/S0040-4039(98)80033-6