HCID 54526695, compound → Methyl 1-(6-amino-9H-purin-9-yl)-3-[N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyrosylamino]-1,3-dideoxy-beta-D-ribofuranuronate

HRID 1633313Notes

Reaction equation

HRID 1633313 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][CH3:20])=[O:18])[C@@H:14]([NH2:21])[C@H:12]1[OH:13].[C:22]([O:26][C:27]([NH:29][C@H:30]([C:44](O)=[O:45])[CH2:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]([O:42][CH3:43])=[O:41])=[CH:34][CH:33]=1)=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[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][CH3:20])=[O:18])[C@@H:14]([NH:21][C:44](=[O:45])[C@H:30]([CH2:31][C:32]2[CH:33]=[CH:34][C:35]([O:38][CH2:39][C:40]([O:42][CH3:43])=[O:41])=[CH:36][CH:37]=2)[NH:29][C:27]([O:26][C:22]([CH3:24])([CH3:25])[CH3:23])=[O:28])[C@H:12]1[OH:13]

Participants

3

Reactant 2

HCID 54526695HCID 54526695, compoundHCID 59910020N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyrosine

Product 1

HCID 70465257Methyl 1-(6-amino-9H-purin-9-yl)-3-[N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyrosylamino]-1,3-dideoxy-beta-D-ribofuranuronateYield 23.7%

Procedure

Methyl 1-(6-amino-9H-purin-9-yl)-3-[N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyrosylamino]-1,3-dideoxy-β-D-ribofuranuronate (220 mg) was prepared by reacting methyl 1-(6-amino-9H-purin-9-yl)-3-amino-1,3-dideoxy-β-D-ribofuranuronate (577 mg) prepared in Example 62 with N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyrosine (520 mg) prepared in Preparation 8 (2) according to a similar manner to that of Example 64, mp. 115°-120° (dec.).

Sources & evidence

ORD record
ord-0e0e32a6f97b4ee09519a57b2fbf6372
Source dataset
uspto-grants-1984_10
Patent number
US04479942

Reaction notes

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