tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate

Base Information

Chemical Name:tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate
CAS No.:229981-33-3
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

tert-butyl (2S,3R)-2-benzyl-3-<tert-butyl(dimethyl)silyloxy>-5-oxo-1-pyrrolidinecarboxylate

Synonyms:tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate

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Chemical Property of tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate

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Technology Process of tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate

There total 12 articles about tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate 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: 75.0%

: 229981-31-1
(3R,4S)-N-(tert-butoxycarbonyl)-4-amino-3-(tert-butyldimethylsilyloxy)-1-hydroxy-5-phenylpentane

: 229981-33-3
tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1021/jo990200x

Reference yield: 72.0%

: 1337862-68-6
tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-1-phenylhex-5-en-2-ylcarbamate

: 229981-33-3
tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate

Guidance literature:: With sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 16h;
DOI:10.1016/j.tet.2011.07.049

Reference yield:

: 124915-64-6
(4S,5R)-5-ethenyl-4-phenylmethyloxazolidin-2-one

: 229981-33-3
tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N, DMAP / tetrahydrofuran / 5.5 h / Ambient temperature

2: 76 percent / Cs₂CO₃ / methanol / 25 h / Ambient temperature

3: 90 percent / imidazole / dimethylformamide / 2 h

4: 1.) 9-BBN, 2.) NaOH, H₂O₂ / 1.) THF, hexane, room temperature, 20 h, 2.) EtOH, 50 deg C, 1 h

5: 75 percent / PDC / dimethylformamide / 18 h / Ambient temperature

With 1H-imidazole; dmap; sodium hydroxide; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo990200x