Diisopropylethylamine → 8-(Biphenyl-4-ylmethylamino)-2'-deoxyadenosine

HRID 1713331ノート

反応式

HRID 1713331 の反応式
Br[C:2]1[N:3]([C:12]2[N:13]=[CH:14][N:15]=[C:16]([NH2:19])[C:17]=2[N:18]=1)[C@@H:4]1[O:11][C@H:8]([CH2:9][OH:10])[C@@H:6]([OH:7])[CH2:5]1.[C:20]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:25]=[CH:24][C:23]([CH2:26][NH2:27])=[CH:22][CH:21]=1.C(N(CC)C(C)C)(C)C>C(O)CC>[C:20]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:21]=[CH:22][C:23]([CH2:26][NH:27][C:2]2[N:3]([C:12]3[N:13]=[CH:14][N:15]=[C:16]([NH2:19])[C:17]=3[N:18]=2)[C@@H:4]2[O:11][C@H:8]([CH2:9][OH:10])[C@@H:6]([OH:7])[CH2:5]2)=[CH:24][CH:25]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 965478-Bromo-2'-deoxyadenosineHCID 3449894-Phenylbenzylamine

生成物 1

HCID 594604968-(Biphenyl-4-ylmethylamino)-2'-deoxyadenosine収率 54.5%

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

実験手順

A mixture of 8-bromo-2′-deoxyadenosine (0.07 g), biphenyl-4-ylmethylamine (0.12 g) and N,N-diisopropyl-ethylamine (0.15 mL) in 1-propanol (2.1 mL) was stirred under reflux for 24 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography on amino-propylated silica gel (eluent: dichloromethane/methanol=12/1) to give the title compound (0.05 g).

後処理

  1. temperatureunder reflux for 24 hours
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by column chromatography on amino-propylated silica gel (eluent: dichloromethane/methanol=12/1)

出典と根拠

ORDレコード
ord-8252cdeedc4646ae9d662caac0ad7e92
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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