Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

Base Information

• Chemical Name: Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester
• CAS No.: 151563-25-6
• Molecular Formula: C₂₆H₃₁N₅O₇
• Molecular Weight: 525.561
• Mol file: 151563-25-6.mol

Synonyms:

Chemical Property of Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

There total 2 articles about Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl 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:

N-cyclopentyladenosine (41552-82-3) → Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (151563-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Cl₃CCOOH / dioxane / 1 h / 60 °C

2: 1.) DMF, r.t., 1 h, 2.) reflux, overnight

With trichloroacetic acid; In 1,4-dioxane;

DOI:10.1002/jps.2600830112

Reference yield:

N6-cyclopentyl-2',3'-O-ethoxymethylene-adenosine (151563-15-4) + 1,1'-carbonyldiimidazole (530-62-1) + benzyl alcohol (100-51-6,185532-71-2) → Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (151563-25-6)

Guidance literature:

Yield given. Multistep reaction; 1.) DMF, r.t., 1 h, 2.) reflux, overnight;

DOI:10.1002/jps.2600830112

Reference yield:

Carbonic acid benzyl ester (3aR,4R,6R,6aR)-6-(6-cyclopentylamino-purin-9-yl)-2-ethoxy-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (151563-25-6) + trifluoroacetic acid (76-05-1) → Carbonic acid benzyl ester (2R,3S,4R,5R)-5-(6-cyclopentylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester; compound with trifluoro-acetic acid

Guidance literature:

In chloroform; water; at 8 ℃; for 2h; Yield given;

DOI:10.1002/jps.2600830112

upstream raw materials:

N⁶-cyclopentyl-2',3'-O-ethoxymethylene-adenosine

1,1'-carbonyldiimidazole

benzyl alcohol

N-cyclopentyladenosine