4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid

Base Information

• Chemical Name: 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid
• CAS No.: 152918-54-2
• Molecular Formula: C₂₁H₂₄N₆O₇S
• Molecular Weight: 504.524
• Mol file: 152918-54-2.mol

Synonyms:4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid

Chemical Property of 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid

There total 4 articles about 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid 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:

4-(aminomethyl)benzenesulfonic acid (2393-24-0) + 2',3'-isopropylidene-1-(6-chloro-9H-purin-9-yl)-1-deoxy-N-methyl-β-D-ribofuranosiduronamide (152918-47-3) → 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid (152918-54-2)

Guidance literature:

With triethylamine; In ethanol; at 90 ℃; for 72h;

DOI:10.1021/jm00031a014

Reference yield:

1'-deoxy-1'-(6-chloro-9H-purin-9-yl)2',3'-O-isopropylidene-β-D-ribofuranosyl chloride (104940-65-0) → 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid (152918-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃ / 0.25 h / 10 °C

2: 23.5 mg / Et₃N / ethanol / 72 h / 90 °C

With triethylamine; In ethanol; chloroform;

DOI:10.1021/jm00031a014

Reference yield:

2',3'-isopropylideneinosine-5'-carboxylic acid → 4-{[9-((3aR,4R,6S,6aS)-2,2-Dimethyl-6-methylcarbamoyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamino]-methyl}-benzenesulfonic acid (152918-54-2)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / dimethylformamide; CHCl₃ / 6 h / Heating

2: CHCl₃ / 0.25 h / 10 °C

3: 23.5 mg / Et₃N / ethanol / 72 h / 90 °C

With thionyl chloride; triethylamine; In ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm00031a014

upstream raw materials:

4-(aminomethyl)benzenesulfonic acid

2',3'-isopropylidene-1-(6-chloro-9H-purin-9-yl)-1-deoxy-N-methyl-β-D-ribofuranosiduronamide

1'-deoxy-1'-(6-chloro-9H-purin-9-yl)2',3'-O-isopropylidene-β-D-ribofuranosyl chloride

benzylamine