2,2-Diphenylethylamine → N-{(1S,2R,3S,4R)-4-[6-((S)-1-benzyl-2-hydroxy-ethylamino)-2-chloro-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-2-hydroxy-acetamide

HRID 215863ノート

反応式

HRID 215863 の反応式
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[CH2:15][C@H:14]([NH:16][C:17](=[O:20])[CH2:18]C)[C@@H:13]([OH:21])[C@H:12]2[OH:22])=[C:4]([NH:23][CH2:24][CH:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)C2C=CC=CC=2)[N:3]=1.ClC1N=C2C(N=CN2[C@@H]2C[C@H](N[C:54](=[O:57])CC)[C@@H](O)[C@H]2O)=C(Cl)N=1.ClC1N=C2C(N=CN2[C@@H]2C[C@H](NC(COC(=O)C)=[O:78])[C@@H](O)[C@H]2O)=C(Cl)N=1.C1(C(C2C=CC=CC=2)CN)C=CC=CC=1>>[CH2:25]([C@H:24]([NH:23][C:4]1[N:3]=[C:2]([Cl:1])[N:10]=[C:9]2[C:5]=1[N:6]=[CH:7][N:8]2[C@@H:11]1[CH2:15][C@H:14]([NH:16][C:17](=[O:20])[CH2:18][OH:78])[C@@H:13]([OH:21])[C@H:12]1[OH:22])[CH2:54][OH:57])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

参加物

5

実験手順

N-{(1S,2R,3S,4R)-4-[6-((S)-1-Benzyl-2-hydroxy-ethylamino)-2-chloro-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-2-hydroxy-acetamide is prepared analogously to N-{(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide by replacing N-[(1S,2R,3S,4R)-4-(2,6-dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamide, with acetic acid [(1S,2R,3S,4R)-4-(2,6-dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentylcarbamoyl]-methyl ester (Intermediate FA) and replacing 2,2-diphenylethylamine with (4Z,6Z)-(S)-phenylalinol.

出典と根拠

ORDレコード
ord-e241541bc14746908253e88cb52157c3
出典データセット
uspto-grants-2012_06
特許番号
US08193164B2

反応ノート

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