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Acetic Acid → 4-tert-butyl 6-methyl (6R,7R)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4,6-dicarboxylate

HRID 1022679
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HRID 1022679 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:14][C@@H:13]([C:15]([OH:17])=[O:16])[C@H:12]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=2)[O:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:26][Si](C=[N+]=[N-])(C)C.C(O)(=O)C>C1(C)C=CC=CC=1.CO>[Cl:25][C:20]1[CH:19]=[C:18]([C@@H:12]2[O:11][CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:14][C@H:13]2[C:15]([O:17][CH3:26])=[O:16])[CH:23]=[CH:22][C:21]=1[Cl:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 167693TrimethylsilyldiazomethaneHCID 66975341(6R,7R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-6-carboxylic acid

생성물 1

HCID 866638664-tert-butyl 6-methyl (6R,7R)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4,6-dicarboxylate

시약·촉매·용매 2

HCID 887Methanol용매
HCID 1140
Toluene
용매

실험 절차

To a mixed solution of (6R,7R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-6-carboxylic acid (0.82 g) in toluene (10 ml) and methanol (2 mL) was added trimethylsilyldiazomethane (1.576 mL, 2 mol/l hexane solution) at 0° C. and the mixture was stirred for 30 min. Acetic acid was added until the solution became colorless. The solvent was evaporated under reduced pressure, and the residue was extracted with ethyl acetate and water. The organic layer was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (0.51 g).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. extractionthe residue was extracted with ethyl acetate and water
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-7a057b0da6af43a19026b3f4308b5e4f
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08722662B2

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