Triethylamine → HCID 14798654、化合物

HRID 232195ノート

反応式

HRID 232195 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 14798654HCID 14798654、化合物収率 29%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-5055b9818d4c43d0b63dd7a2a7a493a8
出典データセット
uspto-grants-1989_07
特許番号
US04851422

反応ノート

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