HCID 4398193, compound → HCID 22828228, compound

HRID 1633309Notes

Reaction equation

[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:16][C@H:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C@@H:14]([NH2:22])[C@H:12]1[OH:13].[C:23]([O:27][C:28]([NH:30][CH:31]([C:40](O)=[O:41])[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[Cl:39])=[O:29])([CH3:26])([CH3:25])[CH3:24]>>[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:16][C@H:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C@@H:14]([NH:22][C:40](=[O:41])[CH:31]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:39])[NH:30][C:28]([O:27][C:23]([CH3:26])([CH3:24])[CH3:25])=[O:29])[C@H:12]1[OH:13]

Participants

Reactant 2

HCID 4398193HCID 4398193, compound

HCID 54364747HCID 54364747, compound

Product 1

HCID 22828228HCID 22828228, compoundYield 56.9%

Procedure

Ethyl 1-(6amino-9H-purin-9-yl)-1,3-dideoxy-3-[N-tert-butoxycarbonyl-β-(2-chlorophenyl)-D,L-alanylamino]-β-D-ribofuranuronate (320 mg) was prepared by reacting ethyl 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-amino-β-D-ribofuranuronate 294 mg) prepared in Example 63 with N-tert-butoxycarbonyl-β-(2-chlorophenyl)-D,L-alanine (300 mg) according to a similar manner to that of Example 64, mp. 120°-130° C.

Sources & evidence

ORD record: ord-1634e39de6c445358edb95fef01cfecf
Source dataset: uspto-grants-1984_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04479942

Reaction notes

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