5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

Base Information

Chemical Name:5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide
CAS No.:170871-05-3
Molecular Formula:C₁₇H₂₀N₄O₆
Molecular Weight:376.369
Hs Code.:

Synonyms:5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

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Chemical Property of 5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

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Technology Process of 5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

There total 3 articles about 5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide 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: 78.0%

: 170871-03-1
{3-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-carbamoyl-3H-imidazol-4-yl}-carbamic acid benzyl ester

: 170871-05-3
5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.333333h; Ambient temperature;
DOI:10.1080/15257779508010683

Reference yield:

: 170871-02-0
5-amino-1-(3,5-di-O-tert-butyldimethylsilyl-2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

: 170871-05-3
5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 17 percent / CH₂Cl₂; pyridine / Ambient temperature

2: 78 percent / TBAF / tetrahydrofuran / 0.33 h / Ambient temperature

With tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1080/15257779508010683

Reference yield:

: 37642-56-1
5-Amino-1-(2'-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

: 170871-05-3
5-(benzyloxycarbonyl)amino-1-(2-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / imidazole / dimethylformamide / Ambient temperature

2: 17 percent / CH₂Cl₂; pyridine / Ambient temperature

3: 78 percent / TBAF / tetrahydrofuran / 0.33 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/15257779508010683