1,1'-Carbonyldiimidazole → Benzyl((3S,4R)-1-(2,4-dimethoxybenzyl)-2-oxo-4-((2-oxooxazolidin-3-yl)methyl)azetidin-3-yl)carbamate

HRID 708314노트

반응식

HRID 708314 반응식
[CH3:1][O:2][C:3]1[CH:30]=[C:29]([O:31][CH3:32])[CH:28]=[CH:27][C:4]=1[CH2:5][N:6]1[C:9](=[O:10])[C@@H:8]([NH:11][C:12](=[O:21])[O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C@H:7]1[CH2:22][NH:23][CH2:24][CH2:25][OH:26].C1N=CN([C:38](N2C=NC=C2)=[O:39])C=1>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:30]=[C:29]([O:31][CH3:32])[CH:28]=[CH:27][C:4]=1[CH2:5][N:6]1[C@H:7]([CH2:22][N:23]2[CH2:24][CH2:25][O:26][C:38]2=[O:39])[C@H:8]([NH:11][C:12](=[O:21])[O:13][CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:9]1=[O:10]

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 118411328Benzyl ((2R,3S)-1-(2,4-dimethoxybenzyl)-2-(((2-hydroxyethyl)amino)methyl)-4-oxoazetidin-3-yl)carbamate

생성물 1

HCID 118411331Benzyl((3S,4R)-1-(2,4-dimethoxybenzyl)-2-oxo-4-((2-oxooxazolidin-3-yl)methyl)azetidin-3-yl)carbamate수율 81.1%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of benzyl ((2R,3S)-1-(2,4-dimethoxybenzyl)-2-(((2-hydroxyethyl)amino)methyl)-4-oxoazetidin-3-yl)carbamate (4.47 g, 10.08 mmol) in chloroform (50 ml) was added CDI (4.90 g, 30.2 mmol). After stirring at rt for 30 min it was concentrated in vacuo. The crude residue was purified via silica gel chromatography (MeOH-DCM, 0-5%), affording the title compound (3.84 g, 81%) as a white foam. LCMS: Rt=0.76 min, m/z=470.1 (M+1).

후처리

  1. concentrationwas concentrated in vacuo
  2. customThe crude residue was purified via silica gel chromatography (MeOH-DCM, 0-5%)

출처 및 근거

ORD 기록
ord-02d0b21945644ff4b1b9317e2e773f47
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174978B2

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