2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole

Base Information

Chemical Name:2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole
CAS No.:541552-04-9
Molecular Formula:C₃₆H₅₅N₃O₄Si
Molecular Weight:621.936
Hs Code.:

Synonyms:2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole

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Chemical Property of 2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole

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Technology Process of 2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole

There total 3 articles about 2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole 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: 93.0%

: 920-39-8
isopropylmagnesium bromide

: 159949-20-9
2-<(2R,3S,4S)-1-benzyl-4-<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-formylimidazole

: 541552-04-9
2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole

Guidance literature:: In tetrahydrofuran; diethyl ether; for 0.25h;
DOI:10.1021/jm00045a015

Reference yield:

: 98818-51-0
N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

: 541552-04-9
2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole

Guidance literature:: Multi-step reaction with 3 steps

1: 57 percent / 1-hydroxybenzotriazole, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 24 h / Ambient temperature

2: 1.) H₂, 2.) NaOH / 1.) palladium black / 1.) EtOH, 23 h, 2.) EtOH, reflux, 3 h

3: 93 percent / tetrahydrofuran; diethyl ether / 0.25 h

With sodium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jm00045a015

Reference yield:

: 149976-34-1
(2R,4S,5S)-2-benzyl-5-<(tert-butoxycarbonyl)amino>-4-(tert-butyldimethylsiloxy)-N-(isoxazol-4-yl)-6-phenylhexanamide

: 541552-04-9
2-<(1R,3S,4S)-1-benzyl-4<(tert-butoxycarbonyl)amino>-3-(tert-butyldimethylsiloxy)-5-phenylpentyl>-5-(1-hydroxy-2-methylpropyl)imidazole

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) H₂, 2.) NaOH / 1.) palladium black / 1.) EtOH, 23 h, 2.) EtOH, reflux, 3 h

2: 93 percent / tetrahydrofuran; diethyl ether / 0.25 h

With sodium hydroxide; hydrogen; palladium; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jm00045a015