2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine

Base Information

• Chemical Name: 2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine
• CAS No.: 1442648-62-5
• Molecular Formula: C₁₆H₁₇N₃O₇
• Molecular Weight: 363.327
• Mol file: 1442648-62-5.mol

Synonyms:2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine

Chemical Property of 2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine

There total 4 articles about 2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine 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: 35.0%

2-methyl-3-nitrochromen-4-one (59507-95-8) + 1-(β-D-ribofuranosyl)formamidine hydrochloride (110537-81-0) → 2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine (1442648-62-5)

Guidance literature:

With sodium methylate; acetic acid; triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 2h; Molecular sieve; Inert atmosphere;

DOI:10.1002/ejoc.201300107

Reference yield:

1,2,3,5-tetraacetylribose (13035-61-5) → 2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine (1442648-62-5)

Guidance literature:

Multi-step reaction with 4 steps

1: tin(IV) chloride / dichloromethane / 30 h / 20 °C / Reflux

2: sodium methylate / 72 h

3: ammonium chloride; ammonia / methanol / 72 h

4: sodium methylate; triethylamine; acetic acid / N,N-dimethyl-formamide / 2 h / 70 °C / Molecular sieve; Inert atmosphere

With ammonia; sodium methylate; tin(IV) chloride; ammonium chloride; acetic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201300107

Reference yield:

β-D-ribofuranosyl-1-carboximidic acid methyl ester (62404-62-0) → 2-(β-D-ribofuranosyl)-4-(2-hydroxyphenyl)-6-methyl-5-nitropyrimidine (1442648-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium chloride; ammonia / methanol / 72 h

2: sodium methylate; triethylamine; acetic acid / N,N-dimethyl-formamide / 2 h / 70 °C / Molecular sieve; Inert atmosphere

With ammonia; sodium methylate; ammonium chloride; acetic acid; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201300107

upstream raw materials:

1,2,3,5-tetraacetylribose

2,3,5-tri-O-acetyl-β-D-ribofuranosyl cyanide

β-D-ribofuranosyl-1-carboximidic acid methyl ester

2-methyl-3-nitrochromen-4-one

Downstream raw materials:

2-(β-D-ribofuranosyl)-5-amino-6-methyl-4-(2-hydroxyphenyl)-pyrimidine