1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione
• CAS No.: 165260-40-2
• Molecular Formula: C₁₈H₁₉N₃O₆
• Molecular Weight: 373.365
• Mol file: 165260-40-2.mol

Synonyms:1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione

Chemical Property of 1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione

There total 2 articles about 1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione 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: 80.5%

1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)-7-(p-nitrophenethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione (165260-39-9) → 1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione (165260-40-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; Ambient temperature;

DOI:10.1021/jo00121a027

Reference yield:

1-Benzyloxymethyl-3-methoxymethyl-7-[2-(4-nitro-phenoxy)-ethyl]-2,4-dioxo-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid methyl ester → 1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione (165260-40-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1016/0040-4039(95)02304-6

Reference yield:

1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione (165260-40-2) → 3-Methoxymethyl-7-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-2,4-dioxo-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid methyl ester (161087-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / acetonitrile / 1.) 45 deg C, 30 min, 2.) 1.5 h

2: H₂ / 20percent Pd(OH)2/C / methanol / 48 h / 25 °C

With hydrogen; sodium hydride; palladium dihydroxide; In methanol; acetonitrile;

DOI:10.1021/jo00121a027

upstream raw materials:

1-(Benzyloxy)methyl-5-(methoxycarbonyl)-3-(methoxymethyl)-7-(p-nitrophenethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione

Downstream raw materials:

1-<(Benzyloxy)methyl>-7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidine-2,4-dione

3-Methoxymethyl-7-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-2,4-dioxo-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid methyl ester

2-(Benzoylamino)-7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-5-(methoxycarbonyl)-3-(methoxymethyl)pyrrolo<2,3-d>pyrimidin-4-one

7-<2'-Deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-5-(methoxycarbonyl)-3-(methoxymethyl)-2-(2,4,6-triisopropylbenzenesulfonyl)pyrrolo<2,3-d>pyrimidin-4-one