(R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide

Base Information

Chemical Name:(R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide
CAS No.:171287-63-1
Molecular Formula:C₂₆H₃₆N₂O₄Si
Molecular Weight:468.668
Hs Code.:

Synonyms:(R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide

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Technology Process of (R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide

There total 8 articles about (R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide 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: 63.0%

: 625-72-9,26063-00-3,29435-48-1
(R)-3-hydroxybutyric acid

: 171287-62-0
[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-carbamic acid benzyl ester

: 171287-63-1
(R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide

Guidance literature:: With dmap; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In chloroform; at 40 ℃; for 0.5h;
DOI:10.1021/ja963968x

Reference yield:

: 2212-75-1
N₂-[(benzyloxy)carbonyl]-L-lysine

: 171287-63-1
(R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide

Guidance literature:: Multi-step reaction with 6 steps

1: 70percent HClO₄

2: dimethyldioxirane / 0.17 h / -78 °C

3: NH₂OH*HCl / methanol / 0.17 h / 40 °C

4: CH₂Cl₂ / 1.5 h / Ambient temperature

5: 1.) N,N-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine, 4-(dimethylamino)pyridine*HCl, 2.) imidazole / 1.) CHCl₃, reflux, 3 h, 2.) DMF, 35 deg C, overnight

6: 63 percent / N,N-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine, 4-(dimethylamino)pyridine*HCl / CHCl₃ / 0.5 h / 40 °C

With 1H-imidazole; dmap; perchloric acid; hydroxylamine hydrochloride; 3,3-dimethyldioxirane; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In methanol; dichloromethane; chloroform;
DOI:10.1021/ja963968x

Reference yield:

: 112157-39-8
Nα-(Benzyloxycarbonyl)-L-lysine tert-butyl ester

: 171287-63-1
(R)-N-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-azepan-3-yl]-3-hydroxy-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1: dimethyldioxirane / 0.17 h / -78 °C

2: NH₂OH*HCl / methanol / 0.17 h / 40 °C

3: CH₂Cl₂ / 1.5 h / Ambient temperature

4: 1.) N,N-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine, 4-(dimethylamino)pyridine*HCl, 2.) imidazole / 1.) CHCl₃, reflux, 3 h, 2.) DMF, 35 deg C, overnight

5: 63 percent / N,N-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine, 4-(dimethylamino)pyridine*HCl / CHCl₃ / 0.5 h / 40 °C

With 1H-imidazole; dmap; hydroxylamine hydrochloride; 3,3-dimethyldioxirane; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In methanol; dichloromethane; chloroform;
DOI:10.1021/ja963968x