1-Hydroxybenzotriazole → 1-(3-(3,4-Dimethoxyphenethyl)-2-oxo-3,10-diazabicyclo[4.3.1]-decan-10-yl)-2-(3,4,5-trimethoxyphenyl)ethane-1,2-dione

HRID 2205591노트

반응식

HRID 2205591 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:6][CH2:7][N:8]1[CH2:16][CH2:15][CH:14]2[NH:17][CH:10]([CH2:11][CH2:12][CH2:13]2)[C:9]1=[O:18].[O:24]=[C:25]([C:29]1[CH:34]=[C:33]([O:35][CH3:36])[C:32]([O:37][CH3:38])=[C:31]([O:39][CH3:40])[CH:30]=1)[C:26](O)=[O:27].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:6][CH2:7][N:8]1[CH2:16][CH2:15][CH:14]2[N:17]([C:26](=[O:27])[C:25]([C:29]3[CH:34]=[C:33]([O:35][CH3:36])[C:32]([O:37][CH3:38])=[C:31]([O:39][CH3:40])[CH:30]=3)=[O:24])[CH:10]([CH2:11][CH2:12][CH2:13]2)[C:9]1=[O:18]

참가 물질

6

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 111283972-oxo-2-(3,4,5-trimethoxyphenyl)acetic AcidHCID 899399413-(3,4-Dimethoxyphenethyl)-3,10-diazabicyclo[4.3.1]decan-2-one

생성물 1

HCID 781433951-(3-(3,4-Dimethoxyphenethyl)-2-oxo-3,10-diazabicyclo[4.3.1]-decan-10-yl)-2-(3,4,5-trimethoxyphenyl)ethane-1,2-dione

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-(3,4-dimethoxyphenethyl)-3,10-diazabicyclo[4.3.1]decan-2-one (27 mg, 0.09 mmol) in 3 ml DCM was added sequentially 2-oxo-2-(3,4,5-trimethoxyphenyl) acetic acid (23 mg, 0.1 mmol), EDC-HCl (20 mg, 0.1 mmol), HOBt (14 mg, 0.1 mmol), TEA (10 mg, 0.1 mmol) at room temperature and stirred overnight. The reaction was quenched with saturated NH4Cl solution (5 ml), extracted with DCM (4×10 ml). The organic layers were dried over MgSO4 and concentrated in vacuo. The reaction mixture was purified with flash chromatography in EtOAc. TLC [EtOAc]: Rf=0.42

후처리

  1. customThe reaction was quenched with saturated NH4Cl solution (5 ml)
  2. extractionextracted with DCM (4×10 ml)
  3. dry with materialThe organic layers were dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe reaction mixture was purified with flash chromatography in EtOAc

출처 및 근거

ORD 기록
ord-52d45968e6114ea28fc50e279d5660d0
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09371322B2

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