4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol

Base Information

Chemical Name:4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol
CAS No.:161344-98-5
Molecular Formula:C₁₈H₁₈ClN₅O₃
Molecular Weight:387.826
Hs Code.:

Synonyms:4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol

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Chemical Property of 4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol

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Technology Process of 4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol

There total 8 articles about 4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol 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: 19.0%

: 10310-21-1
2-Amino-6-chloropurin

: 156715-24-1
1,5-anhydro-4,6-O-benzylidene-3-deoxy-2-(p-tolylsulfonyl)-D-ribo-hexitol

: 161344-98-5
4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 5h;
DOI:10.1021/jm00066a013

Reference yield:

: 114298-29-2
1,5-anhydro-4,6-O-benzylidene-2-O-(p-toluenesulfonyl)-D-glucitol

: 161344-98-5
4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 4 steps

1: 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1 h / Heating

2: CH₂Cl₂ / 2 h / Ambient temperature

3: tri-n-butyltin hydride, 2,2'-azobis(2-methylpropionitrile) / toluene / 80 °C

4: 19 percent / K₂CO₃, 18-crown-6 / dimethylformamide / 5 h / 120 °C

With dmap; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00066a013

Reference yield:

: 65190-39-8
(4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

: 161344-98-5
4,5-anhydro-4,6-O-benzylidene-2-(2-amino-6-chloropurin-9-yl)-2,3-dideoxy-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dibutyltin oxide / 1.) benzene, reflux, 16 h, 2.) dioxane, 50 deg C, 6 h

2: 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1 h / Heating

3: CH₂Cl₂ / 2 h / Ambient temperature

4: tri-n-butyltin hydride, 2,2'-azobis(2-methylpropionitrile) / toluene / 80 °C

5: 19 percent / K₂CO₃, 18-crown-6 / dimethylformamide / 5 h / 120 °C

With dmap; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; di(n-butyl)tin oxide; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00066a013