Diisopropylethylamine → 8-(3'-Benzyloxybiphenyl-4-ylmethylamino)adenosine

HRID 1713324노트

반응식

HRID 1713324 반응식
Br[C:2]1[N:3]([C:13]2[N:14]=[CH:15][N:16]=[C:17]([NH2:20])[C:18]=2[N:19]=1)[C@@H:4]1[O:12][C@H:9]([CH2:10][OH:11])[C@@H:7]([OH:8])[C@H:5]1[OH:6].[CH2:21]([O:28][C:29]1[CH:30]=[C:31]([C:35]2[CH:40]=[CH:39][C:38]([CH2:41][NH2:42])=[CH:37][CH:36]=2)[CH:32]=[CH:33][CH:34]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(N(CC)C(C)C)(C)C>C(O)CC>[CH2:21]([O:28][C:29]1[CH:30]=[C:31]([C:35]2[CH:36]=[CH:37][C:38]([CH2:41][NH:42][C:2]3[N:3]([C:13]4[N:14]=[CH:15][N:16]=[C:17]([NH2:20])[C:18]=4[N:19]=3)[C@@H:4]3[O:12][C@H:9]([CH2:10][OH:11])[C@@H:7]([OH:8])[C@H:5]3[OH:6])=[CH:39][CH:40]=2)[CH:32]=[CH:33][CH:34]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 965448-BromoadenosineHCID 230050193'-Benzyloxybiphenyl-4-ylmethylamine

생성물 1

HCID 594603638-(3'-Benzyloxybiphenyl-4-ylmethylamino)adenosine수율 57.6%

시약·촉매·용매 1

HCID 10311-Propanol용매

실험 절차

A mixture of a 8-bromoadenosine (0.130 g), 3′-benzyloxy-biphenyl-4-ylmethylamine (0.326 g) and N,N-diisopropyl-ethylamine (0.262 mL) in 1-propanol (3.8 mL) was stirred under reflux for 24 hours. The reaction mixture was cooled to room temperature and then 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 (0.120 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-2201998c364943a9adf25318596899d0
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795236B2

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