(3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one

Base Information

Chemical Name:(3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one
CAS No.:902468-38-6
Molecular Formula:C₃₁H₄₄N₂O₆Si
Molecular Weight:568.786
Hs Code.:

Synonyms:(3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one

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Chemical Property of (3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one

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Technology Process of (3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one

There total 9 articles about (3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one 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:

: 40856-59-5,132957-40-5
tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

: 902468-38-6
(3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / N,N-dimethylaminopyridine / acetonitrile / 15 h / 20 °C

2.1: aq. CsOH / methanol / 2 h / 20 °C

2.2: 79 percent / dimethylformamide / 18 h / 20 °C

3.1: DMSO; oxalyl chloride; NEtiPr₂ / CH₂Cl₂ / -60 - 20 °C

4.1: CH₂Cl₂ / 20 h / 20 °C

5.1: 11.68 g / ammonium fluoride / methanol / 0.08 h

6.1: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

7.1: H₂ / Pd/C / methanol; acetic acid / 15 h / 20 °C

8.1: 4.022 g / N,N-dimethylaminopyridine / toluene / 42 h / Heating

With 1H-imidazole; dmap; cesium hydroxide; ammonium fluoride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: Swern oxidation;
DOI:10.1002/chem.200501128

Reference yield:

: 902468-35-3
(2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}butyrolactone

: 902468-38-6
(3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: aq. CsOH / methanol / 2 h / 20 °C

1.2: 79 percent / dimethylformamide / 18 h / 20 °C

2.1: DMSO; oxalyl chloride; NEtiPr₂ / CH₂Cl₂ / -60 - 20 °C

3.1: CH₂Cl₂ / 20 h / 20 °C

4.1: 11.68 g / ammonium fluoride / methanol / 0.08 h

5.1: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

6.1: H₂ / Pd/C / methanol; acetic acid / 15 h / 20 °C

7.1: 4.022 g / N,N-dimethylaminopyridine / toluene / 42 h / Heating

With 1H-imidazole; dmap; cesium hydroxide; ammonium fluoride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; 2.1: Swern oxidation;
DOI:10.1002/chem.200501128

Reference yield:

: 902468-36-4
(2S)-[bis(tert-butyloxycarbonyl)amino]-4-cyano-4-hydroxybutyric acid methyl ester

: 902468-38-6
(3S)-[bis(tert-butyloxycarbonyl)amino]-5-(tert-butyldiphenylsilanyloxy)-piperidine-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

2: H₂ / Pd/C / methanol; acetic acid / 15 h / 20 °C

3: 4.022 g / N,N-dimethylaminopyridine / toluene / 42 h / Heating

With 1H-imidazole; dmap; hydrogen; palladium on activated charcoal; In methanol; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200501128