tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate
CAS No.:918829-72-8
Molecular Formula:C₃₇H₅₆N₂O₆Si
Molecular Weight:652.947
Hs Code.:

tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

Synonyms:tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

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Chemical Property of tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

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Technology Process of tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

There total 4 articles about tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-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: 60.0%

: 918829-63-7
(2R,4R,5R)-1-(tert-butoxycarbonyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-2-carboxylic acid

: 23583-21-3
ethyl-3-benzylamino propionate

: 918829-72-8
tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃;
DOI:10.1021/jm0604878

Reference yield:

: 918829-62-6
tert-butyl (3R,4R)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-3,4-dimethylpiperidine-1-carboxylate

: 918829-72-8
tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N,N',N'-tetramethylenediamine; sec-butyllithium / diethyl ether; cyclohexane / 4.5 h / -78 °C

1.2: 73 percent / diethyl ether; cyclohexane / -78 - 20 °C

2.1: 60 percent / N,N-diisopropylethylamine; TBTU / acetonitrile / 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In diethyl ether; cyclohexane; acetonitrile;
DOI:10.1021/jm0604878

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 918829-72-8
tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / 4-(dimethylamino)pyridine; imidazole / dimethylformamide / 16 h / 20 °C

2.1: N,N,N',N'-tetramethylenediamine; sec-butyllithium / diethyl ether; cyclohexane / 4.5 h / -78 °C

2.2: 73 percent / diethyl ether; cyclohexane / -78 - 20 °C

3.1: 60 percent / N,N-diisopropylethylamine; TBTU / acetonitrile / 20 °C

With 1H-imidazole; dmap; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In diethyl ether; cyclohexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0604878