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

HRID 1713331

반응식

HRID 1713331 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 10311-Propanol용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-8252cdeedc4646ae9d662caac0ad7e92
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795236B2

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