HCID 22828222, compound → 1-(6-Amino-9H-purin-9-yl)-1,3-dideoxy-3-[N-(beta-phenyl-D-alanyl)-O-methyl-L-tyrosylamino]-beta-D-ribofuranuronic acid

HRID 1633316Notes

Reaction equation

HRID 1633316 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]([OH:19])=[O:18])[C@@H:14]([NH:20][C:21](=[O:51])[C@H:22]([CH2:42][C:43]2[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=2)[NH:23][C:24](=[O:41])[C@@H:25]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[NH:26]C(OC(C)(C)C)=O)[C@H:12]1[OH:13]>C(O)=O>[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]([OH:19])=[O:18])[C@@H:14]([NH:20][C:21](=[O:51])[C@H:22]([CH2:42][C:43]2[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=2)[NH:23][C:24](=[O:41])[C@@H:25]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[NH2:26])[C@H:12]1[OH:13]

Participants

3

Reactant 1

HCID 22828222HCID 22828222, compound

Product 1

HCID 228282211-(6-Amino-9H-purin-9-yl)-1,3-dideoxy-3-[N-(beta-phenyl-D-alanyl)-O-methyl-L-tyrosylamino]-beta-D-ribofuranuronic acidYield 66.6%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

1-(6-Amino-9H-purin-9-yl)-1,3-dideoxy-3-[N-(β-phenyl-D-alanyl)-O-methyl-L-tyrosylamino]-β-D-ribofuranuronic acid (240 mg) was prepared by reacting 1-(6-amino-9H-purin-9-yl)-3-[N-(N-tert-butoxycarbonyl-β-phenyl-D-alanyl-O-methyl-L-tyrosylamino]-1,3-dideoxy-β-D-ribofuranuronic acid (420 mg) prepared in Example 84 with formic acid (6.7 ml) according to a similar manner to that of Example 45, mp. 175°-182° C. (dec.).

Sources & evidence

ORD record
ord-816ed88345184866b13f0955755956fe
Source dataset
uspto-grants-1984_10
Patent number
US04479942

Reaction notes

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