2-bromo-5,6-dichloro-1H-benzimidazole → 2-Bromo-5,6-dichloro-1-(5-deoxy-beta-D-ribofuranosyl)-1H-benzimidazole

HRID 2379072Notes

Reaction equation

HRID 2379072 reaction equation
C[CH2:2][C@H:3]1[O:7][C@@H:6]([N:8]2[C:16](Cl)=[N:15][C:14]3[C:9]2=[CH:10][C:11]([Cl:19])=[C:12]([Cl:18])[CH:13]=3)[C@H:5]([OH:20])[C@@H:4]1[OH:21].[Br:22]C1NC2C=C(Cl)C(Cl)=CC=2N=1.C(OC1O[C@H](C)[C@@H](OC(=O)C)[C@H]1OC(=O)C)(=O)C>>[Br:22][C:16]1[N:8]([C@@H:6]2[O:7][C@H:3]([CH3:2])[C@@H:4]([OH:21])[C@H:5]2[OH:20])[C:9]2[CH:10]=[C:11]([Cl:19])[C:12]([Cl:18])=[CH:13][C:14]=2[N:15]=1

Participants

4

Reactant 3

HCID 4660172-bromo-5,6-dichloro-1H-benzimidazoleHCID 52730085'-deoxy TCRBHCID 11196237Tri-O-acetyl-5-deoxy-D-ribofuranose

Product 1

HCID 5129192-Bromo-5,6-dichloro-1-(5-deoxy-beta-D-ribofuranosyl)-1H-benzimidazole

Procedure

2-bromo-5,6-dichloro-1-(5-deoxy-β-D-ribofuranosyl)benzimidazole (211) was prepared using the same method as that used for the preparation of compound 210, except that 2-bromo-5,6-dichlorobenzimidazole was condensed with the carbohydrate 206 instead of 207.

Sources & evidence

ORD record
ord-f6743a4d35a745e7ac035aa56eeda3db
Source dataset
uspto-grants-1994_11
Patent number
US05360795

Reaction notes

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