Triethylamine → HCID 14798654, 화합물

HRID 232195노트

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HRID 232195 반응식
O=[C:2]([CH2:16][CH2:17][C:18]([O-:20])=[O:19])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)=[O:4].C(N(CC)CC)C.C(Cl)(=O)OCC.[CH2:34]([O:41][C:42]([NH:44][C@H:45]1[CH2:49][O:48][NH:47][C:46]1=[O:50])=[O:43])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>ClCCl>[CH2:34]([O:41][C:42]([NH:44][C@H:45]1[CH2:49][O:48][N:47]([C:2]2([C:3]([O:5][CH2:6][C:7]3[CH:8]=[CH:9][C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=3)=[O:4])[CH2:16][CH2:17][C:18](=[O:19])[O:20]2)[C:46]1=[O:50])=[O:43])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 14181640HCID 14181640, 화합물HCID 221664155-[(4-Nitrophenyl)methoxy]-4,5-dioxopentanoate

생성물 1

HCID 14798654HCID 14798654, 화합물수율 29%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 10 ml of dichloromethane was dissolved 282 mg of Compound (1), and the solution was cooled on a sodium chloride-ice bath, to which were added 140 μ1 of triethylamine and 96 μ1 of ethyl chlorocarbonate. To the mixture was added 119 mg of (4S)-4-benzyloxycarbonylamino-3-isoxazolidinone. The mixture was stirred for one hour under ice-cooling and for one hour at room temperature. The solvent was evaporated off under reduced pressure. The residue was subjected to extraction with ethyl acetate, and the organic layer was washed with an aqueous solution of sodium hydrogen carbonate, then with a saturated saline solution, followed by drying (MgSO4). Then, the solvent was evaporated off, and the residue was subjected to a silica gel chromatography, followed by elution with 1,2-dichloroethane-ethyl acetate (9:1), then with hexane-ethyl acetate (1:1) to give 73 mg of the subject Compound (9).

후처리

  1. temperaturethe solution was cooled on a sodium chloride-ice bath, to which
  2. customThe solvent was evaporated off under reduced pressure
  3. extractionThe residue was subjected to extraction with ethyl acetate
  4. washthe organic layer was washed with an aqueous solution of sodium hydrogen carbonate
  5. dry with materialby drying (MgSO4)
  6. customThen, the solvent was evaporated off
  7. washfollowed by elution with 1,2-dichloroethane-ethyl acetate (9:1)

출처 및 근거

ORD 기록
ord-5055b9818d4c43d0b63dd7a2a7a493a8
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851422

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