8-(3'-Benzyloxybiphenyl-4-ylmethyl-amino)-2',3',5'-tris-o-(tert-butyldimethylsilyl)adenosine → 2',3',5'-Tris-o-(tert-butyl-dimethylsilyl)-8-(3'-hydroxybiphenyl-4-ylmethylamino)-adenosine

HRID 1713297ノート

反応式

HRID 1713297 の反応式
C([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][NH:22][C:23]3[N:24]([C:55]4[N:56]=[CH:57][N:58]=[C:59]([NH2:62])[C:60]=4[N:61]=3)[C@@H:25]3[O:54][C@H:44]([CH2:45][O:46][Si:47]([C:50]([CH3:53])([CH3:52])[CH3:51])([CH3:49])[CH3:48])[C@@H:35]([O:36][Si:37]([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38])[C@H:26]3[O:27][Si:28]([C:31]([CH3:34])([CH3:33])[CH3:32])([CH3:30])[CH3:29])=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>[Pd].C(OCC)(=O)C>[Si:28]([O:27][C@@H:26]1[C@H:35]([O:36][Si:37]([C:40]([CH3:41])([CH3:42])[CH3:43])([CH3:39])[CH3:38])[C@@H:44]([CH2:45][O:46][Si:47]([C:50]([CH3:51])([CH3:52])[CH3:53])([CH3:48])[CH3:49])[O:54][C@H:25]1[N:24]1[C:55]2[N:56]=[CH:57][N:58]=[C:59]([NH2:62])[C:60]=2[N:61]=[C:23]1[NH:22][CH2:21][C:18]1[CH:17]=[CH:16][C:15]([C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([OH:8])[CH:10]=2)=[CH:20][CH:19]=1)([C:31]([CH3:33])([CH3:34])[CH3:32])([CH3:29])[CH3:30]

参加物

4

反応物 1

HCID 674544418-(3'-Benzyloxybiphenyl-4-ylmethyl-amino)-2',3',5'-tris-o-(tert-butyldimethylsilyl)adenosine

生成物 1

HCID 674557002',3',5'-Tris-o-(tert-butyl-dimethylsilyl)-8-(3'-hydroxybiphenyl-4-ylmethylamino)-adenosine収率 95.9%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 8-(3′-benzyloxybiphenyl-4-ylmethyl-amino)-2′,3′,5′-tris-O-(tert-butyldimethylsilyl)adenosine (0.713 g) and 10% palladium on carbon (55.4 wt % H2O, 0.480 g) in ethyl acetate (11 mL) was stirred at room temperature for 23 hours under a hydrogen atmosphere. The insoluble material was filtered out and the filtrate was concentrated under reduced pressure to give the title compound (0.615 g).

後処理

  1. filtrationThe insoluble material was filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-9e156b14a62b4cb8859616c7f441519c
出典データセット
uspto-grants-2010_09
特許番号
US07795236B2

反応ノート

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