4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile

Base Information

• Chemical Name: 4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile
• CAS No.: 478161-08-9
• Molecular Formula: C₂₂H₂₅N₇O₃
• Molecular Weight: 435.486
• Mol file: 478161-08-9.mol

Synonyms:4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile

Chemical Property of 4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile

There total 3 articles about 4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile 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: 54.0%

5'-deoxy-5'-methylamino-2',3'-O,O-(1-methylethylidene)adenosine (34245-49-3) + 4-cyanobenzyl bromide (17201-43-3) → 4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile (478161-08-9)

Guidance literature:

With potassium carbonate; sodium iodide; In acetonitrile; for 18h; Heating;

DOI:10.1021/jm0201621

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → 4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile (478161-08-9)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride

2: 0.392 g / Heating

3: 54 percent / K₂CO₃; NaI / acetonitrile / 18 h / Heating

With thionyl chloride; potassium carbonate; sodium iodide; In acetonitrile;

DOI:10.1021/jm0201621

Reference yield:

9-((3aR,4R,6S,6aS)-6-(chloromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine (24514-56-5) → 4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile (478161-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.392 g / Heating

2: 54 percent / K₂CO₃; NaI / acetonitrile / 18 h / Heating

With potassium carbonate; sodium iodide; In acetonitrile;

DOI:10.1021/jm0201621

upstream raw materials:

5'-deoxy-5'-methylamino-2',3'-O,O-(1-methylethylidene)adenosine

4-cyanobenzyl bromide

2',3'-isopropylidene adenosine

9-((3aR,4R,6S,6aS)-6-(chloromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

Downstream raw materials:

9-((3aR,4R,6R,6aR)-6-{[(4-Aminomethyl-benzyl)-methyl-amino]-methyl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamine