9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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.:854472-78-9
Molecular Formula:C₃₈H₃₅F₃N₆O₈
Molecular Weight:760.727
Hs Code.:

9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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

Synonyms:9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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

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Chemical Property of 9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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

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Technology Process of 9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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 9 articles about 9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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: 77.0%

: 854472-77-8
2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-1,3-benzodioxole-4-carboxylic acid

: 390381-59-6
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

: 854472-78-9
9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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

Guidance literature:: 2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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: 77.0%

: 854472-78-9
9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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

Guidance literature:

Reference yield:

: 854472-72-3
3-bromo-5-(trifluoromethyl)benzene-1,2-diol

: 854472-78-9
9-[(E)-7-({[2,2-bis(4-methoxyphenyl)-6-(trifluoromethyl)-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

Guidance literature:: Multi-step reaction with 6 steps

1.1: 87 percent / K₂CO₃ / acetone / 4 h / Heating

2.1: BuLi / tetrahydrofuran; hexane / 0.25 h / -90 °C

2.2: 52 percent / tetrahydrofuran; hexane / 1.25 h / -90 - 20 °C

3.1: 99 percent / H₂ / Pd/C / methanol / 16 h / 20 °C

4.1: oxalyl chloride / 0.5 h / 60 °C

4.2: 63 percent / 0.67 h / 160 °C

5.1: 91 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 4 h / Heating

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

6.2: 77 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With lithium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; n-butyllithium; oxalyl dichloride; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone;
DOI:10.1002/hlca.200690179