5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

Base Information

Chemical Name:5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole
CAS No.:151256-26-7
Molecular Formula:C₁₈H₂₈N₆OSi
Molecular Weight:372.545
Hs Code.:

Synonyms:5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

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Chemical Property of 5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

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Technology Process of 5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

There total 8 articles about 5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>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: 96.0%

: Ethyl N-benzylformimidate

: 151256-24-5
(2S,3R)-2-Amino-4-azido-3-<(tert-butyldimethylsilyl)oxy>butyronitrile

: 151256-26-7
5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

Guidance literature:: With 5A molecular sieve; In acetonitrile; for 27h; Heating;
DOI:10.1021/jo00074a041

Reference yield: 96.0%

: (2S,3R)-4-Azido-3-<(tert-butyldimethylsilyl)oxy>-2-<(ethoxymethylene)amino>butyronitrile

: 100-46-9
benzylamine

: 151256-26-7
5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

Guidance literature:: With 5A molecular sieve; In acetonitrile; for 2h; Heating;
DOI:10.1021/jo00074a041

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 151256-26-7
5-Amino-1-benzyl-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / imidazole / dimethylformamide / 96 h / Ambient temperature

2: 98 percent / aq. LiOH / dioxane / 3 h / 5 °C

3: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) ammonia / 1.) THF, -23 deg C, 90 s, 2.) -23 deg C, 2 h

4: 99 percent / p-toluenesulfonyl chloride, pyridine / CH₂Cl₂ / 96 h / Ambient temperature

5: 93 percent / trifluoroacetic acid / CH₂Cl₂; H₂O / 0.75 h / 0 °C

6: 97 percent / 2 h / Heating

7: 96 percent / 5-Angstroem molecular sieves / acetonitrile / 2 h / Heating

With 4-methyl-morpholine; pyridine; 1H-imidazole; lithium hydroxide; 5A molecular sieve; ammonia; p-toluenesulfonyl chloride; trifluoroacetic acid; isobutyl chloroformate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00074a041