9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine

Base Information

• Chemical Name: 9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine
• CAS No.: 854472-40-5
• Molecular Formula: C₄₂H₄₂N₆O₇
• Molecular Weight: 742.831
• Mol file: 854472-40-5.mol

Synonyms:9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine

Chemical Property of 9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine

There total 6 articles about 9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine 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: 50.0%

6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxole-4-carboxylic acid (854472-39-2) + 9-{(3aR,4R,6R,6aR)-6-[(E)-3-aminoprop-1-enyl]-2,2-dimethylperhydrofuro[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-amine (390381-59-6) → 9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine (854472-40-5)

Guidance literature:

6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxole-4-carboxylic acid; With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1h;

9-{(3aR,4R,6R,6aR)-6-[(E)-3-aminoprop-1-enyl]-2,2-dimethylperhydrofuro[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-amine; With triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1002/hlca.200690179

Reference yield: 50.0%

→ 9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine (854472-40-5)

Guidance literature:

Reference yield:

6-bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylic acid (854472-29-0) → 9-[(E)-7-({[6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxol-4-yl]carbonyl}amino)-5,6,7-trideoxy-2,3-O-(1-methylethylidene)-β-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine (854472-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MeOLi / methanol / 0.17 h / 20 °C

1.2: t-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.3: 25 percent / tetrahydrofuran / 2.5 h / -78 - 20 °C

2.1: N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide*HCl; N-hydroxysuccinimide / CH₂Cl₂ / 1 h / 20 °C

2.2: 50 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; lithium methanolate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1002/hlca.200690179

upstream raw materials:

6-(cyclohexylcarbonyl)-2,2-diphenyl-1,3-benzodioxole-4-carboxylic acid

9-{(3aR,4R,6R,6aR)-6-[(E)-3-aminoprop-1-enyl]-2,2-dimethylperhydrofuro[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-amine

6-bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylic acid

methyl 6-bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylate