(2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide

Base Information

Chemical Name:(2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide
CAS No.:191217-15-9
Molecular Formula:C₃₂H₄₁BrN₄O₃Si
Molecular Weight:637.692
Hs Code.:

Synonyms:(2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide

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Chemical Property of (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide

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Technology Process of (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide

There total 11 articles about (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide 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: 86.0%

: 191217-14-8
(R)-N-((2S,3S)-3-Azido-4-phenyl-2-triethylsilanyloxy-butyl)-2-bromo-N-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-propionamide

: 191217-15-9
(2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 - 40 ℃; for 24h;
DOI:10.1016/S0040-4039(97)00692-8

Reference yield:

: 140867-26-1
2(R)-<1'(S)-azido-2'-phenylethyl>oxirane

: 191217-15-9
(2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / ethanol / 96 h / Heating

2: 73 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

3: DIC / CH₂Cl₂ / 4 h / 0 °C

4: HCl; H₂O / tetrahydrofuran / 96 h / 20 °C

With 1H-imidazole; hydrogenchloride; water; dacarbazine; In tetrahydrofuran; ethanol; dichloromethane; 1: Alkylation / 2: Etherification / 3: Acylation / 4: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L

Reference yield:

: 191217-12-6
(2S,3S)-3-Azido-1-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethylamino]-4-phenylbutan-2-ol

: 191217-15-9
(2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

2: DIC / CH₂Cl₂ / 4 h / 0 °C

3: HCl; H₂O / tetrahydrofuran / 96 h / 20 °C

With 1H-imidazole; hydrogenchloride; water; dacarbazine; In tetrahydrofuran; dichloromethane; 1: Etherification / 2: Acylation / 3: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L