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1,1'-Carbonyldiimidazole → HCID 118308695, 화합물

HRID 923492
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HRID 923492 반응식
[C:1]([O:5][C:6]([N:8]1[C:12]([CH3:16])([C:13]([OH:15])=O)[CH2:11][O:10][C:9]1([CH3:18])[CH3:17])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.O[NH:32][C:33](=[NH:35])[CH3:34]>CN(C=O)C>[CH3:17][C:9]1([CH3:18])[N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[C:12]([CH3:16])([C:13]2[O:15][N:35]=[C:33]([CH3:34])[N:32]=2)[CH2:11][O:10]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 230022953-(tert-Butoxycarbonyl)-2,2,4-trimethyloxazolidine-4-carboxylic acidHCID 178465666HCID 178465666, 화합물

생성물 1

HCID 118308695HCID 118308695, 화합물수율 79.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 430 mg of 3-(tert-butoxycarbonyl)-2,2,4-trimethyl-1,3-oxazolidine-4-carboxylic acid in 4 ml of DMF was added 296 mg of 1,1′-carbonyldiimidazole, followed by stirring at room temperature for 2 hours. To the reaction mixture was added 146 mg of N-hydroxyacetamidine, followed by stirring at room temperature for 1 hour, at 110° C. for 2 hours, and then at 130° C. overnight. The reaction mixture was left to be cooled to room temperature and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 390 mg of tert-butyl 2,2,4-trimethyl-4-(3-methyl-1,2,4-oxadiazol-5-yl)-1,3-oxazolidine-3-carboxylate.

후처리

  1. stirringby stirring at room temperature for 1 hour, at 110° C. for 2 hours
  2. customat 130° C.
  3. customovernight
  4. waitThe reaction mixture was left
  5. temperatureto be cooled to room temperature
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-4203084bff3e43d0a95a245939dd47d5
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278968B2

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