HCID 12763317, compound → HCID 54415279, compound

HRID 1633285Notes

Reaction equation

HRID 1633285 reaction equation
[NH2:1][C@@H:2]1[C@@H:6]([C:7]([OH:9])=[O:8])[O:5][C@@H:4]([N:10]2[CH:18]=[N:17][C:16]3[C:11]2=[N:12][CH:13]=[N:14][C:15]=3[NH:19][C:20](=[O:27])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C@@H:3]1[OH:28].[N+:29]([C:32]1[CH:51]=[CH:50][C:35]([CH2:36][O:37][C:38]([CH:40]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C:41](O)=[O:42])=[O:39])=[CH:34][CH:33]=1)([O-:31])=[O:30]>>[C:20]([NH:19][C:15]1[N:14]=[CH:13][N:12]=[C:11]2[C:16]=1[N:17]=[CH:18][N:10]2[C@@H:4]1[O:5][C@H:6]([C:7]([OH:9])=[O:8])[C@@H:2]([NH:1][C:41](=[O:42])[CH:40]([C:38]([O:37][CH2:36][C:35]2[CH:34]=[CH:33][C:32]([N+:29]([O-:31])=[O:30])=[CH:51][CH:50]=2)=[O:39])[C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C@H:3]1[OH:28])(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 12763317HCID 12763317, compoundHCID 538540083-amino-1-(6-benzoylamino-9H-purin-9-yl)-1,3-dideoxy-beta-D-ribofuranuronic acid

Product 1

HCID 54415279HCID 54415279, compoundYield 59.2%

Procedure

1-(6-Benzoylamino-9H-purin-9-yl)-3-[2-(4-nitrobenzyloxycarbonyl)-2-phenylacetylamino]-1,3-dideoxy-β-D-ribofuranuronic acid (315 mg) was prepared by reacting 1-(6-benzoylamino-9H-purin-9-yl)-1,3-dideoxy-3-amino-β-D-ribofuranuronic acid (300 mg) prepared in Example 1 with N-hydroxysuccinimide ester of 2-(4-nitrobenzyloxycarbonyl)-2-phenylacetic acid (386 mg) according to a similar manner to that of Example 5, mp. 168°-175° C. (dec.).

Sources & evidence

ORD record
ord-e232de3a65994eb69b4e6a2b23c3864a
Source dataset
uspto-grants-1984_10
Patent number
US04479942

Reaction notes

Loading…