L-Tyrosine, O-[(2,6-dichlorophenyl)methyl]-N-[(1,1-dimethylethoxy)carbonyl]- → HCID 70505475, compound

HRID 1633319Notes

Reaction equation

HRID 1633319 reaction equation
O.[NH2:2][C:3]1[N:11]=[CH:10][N:9]=[C:8]2[C:4]=1[N:5]=[CH:6][N:7]2[C@@H:12]1[O:17][C@H:16]([C:18]([OH:20])=[O:19])[C@@H:15]([NH2:21])[C@H:13]1[OH:14].[C:22]([O:26][C:27]([NH:29][C@H:30]([C:48](O)=[O:49])[CH2:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]2[C:45]([Cl:46])=[CH:44][CH:43]=[CH:42][C:41]=2[Cl:47])=[CH:34][CH:33]=1)=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[NH2:2][C:3]1[N:11]=[CH:10][N:9]=[C:8]2[C:4]=1[N:5]=[CH:6][N:7]2[C@@H:12]1[O:17][C@H:16]([C:18]([OH:20])=[O:19])[C@@H:15]([NH:21][C:48](=[O:49])[C@H:30]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]3[C:41]([Cl:47])=[CH:42][CH:43]=[CH:44][C:45]=3[Cl:46])=[CH:34][CH:33]=2)[NH:29][C:27]([O:26][C:22]([CH3:25])([CH3:23])[CH3:24])=[O:28])[C@H:13]1[OH:14]

Participants

3

Reactant 2

HCID 11133964L-Tyrosine, O-[(2,6-dichlorophenyl)methyl]-N-[(1,1-dimethylethoxy)carbonyl]-HCID 704655221-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-amino-beta-D-ribofuranuronic acid monohydrate

Product 1

HCID 70505475HCID 70505475, compoundYield 49.4%

Procedure

1-(6-Amino-9H-purin-9-yl)-1,3-dideoxy-3-[N-tert-butoxycarbonyl-O-(2,6-dichlorobenzyl)-L-tyrosylamino]-β-D-ribofuranuronic acid (260 mg) was prepared by reacting 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-amino-β-D-ribofuranuronic acid monohydrate (223.5 mg) prepared in Example 99 with N-hydroxysuccinimide ester of N-tert-butoxycarbonyl-O-(2,6-dichlorobenzyl)-L-tyrosine (388 mg) according to a similar manner to that of Example 5, mp. 166°-176° C. (dec.).

Sources & evidence

ORD record
ord-76c8ef9335cd47fda2093b4ad6768bb1
Source dataset
uspto-grants-1984_10
Patent number
US04479942

Reaction notes

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