[3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester
• CAS No.: 151416-13-6
• Molecular Formula: C₁₈H₁₈N₄O₈
• Molecular Weight: 418.363
• Mol file: 151416-13-6.mol

Synonyms:

Chemical Property of [3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester

There total 6 articles about [3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester 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:

C18H20N4O9 (155301-76-1) → [3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester (151416-13-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; Yield given;

DOI:10.1016/S0040-4039(00)79951-5

Reference yield:

benzyloxycarbonyl isocyanate (69032-16-2) → [3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester (151416-13-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,2-dichloroethane

2: KOH / methanol

3: TFA, C₆H₅OCH₃ / CH₂Cl₂

4: DCC / dimethylformamide

With potassium hydroxide; methoxybenzene; 1,2-dichloro-ethane; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79951-5

Reference yield:

5-amino-1-(2,3,5-tris-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid diphenylmethyl ester (151416-15-8) → [3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-oxo-3,7-dihydro-imidazo[4,5-d][1,3]oxazin-5-yl]-carbamic acid benzyl ester (151416-13-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,2-dichloroethane

2: KOH / methanol

3: TFA, C₆H₅OCH₃ / CH₂Cl₂

4: DCC / dimethylformamide

With potassium hydroxide; methoxybenzene; 1,2-dichloro-ethane; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)79951-5

upstream raw materials:

C₁₈H₂₀N₄O₉

benzyloxycarbonyl isocyanate

5-amino-1-(2,3,5-tris-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid diphenylmethyl ester

5-[[[[(phenylmethoxy)carbonyl]amino]carbonyl]amino]-1-(β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid diphenylmethyl ester