Diethyl 2,5-dioxooctahydropentalene-1,3-dicarboxylate → HCID 19907095, 화합물

HRID 2371366노트

반응식

HRID 2371366 반응식
[CH2:1]([O:3][C:4]([CH:6]1[C:13](=[O:14])[CH:12](C(OCC)=O)[CH:11]2[CH:7]1[CH2:8][C:9](=[O:20])[CH2:10]2)=[O:5])[CH3:2]>C(O)C.P([O-])([O-])([O-])=O>[CH2:1]([O:3][C:4]([CH:6]1[C:13](=[O:14])[CH2:12][CH:11]2[CH:7]1[CH2:8][C:9](=[O:20])[CH2:10]2)=[O:5])[CH3:2]

참가 물질

4

반응물 1

HCID 12914184Diethyl 2,5-dioxooctahydropentalene-1,3-dicarboxylate

생성물 1

HCID 19907095HCID 19907095, 화합물수율 89.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1061Phosphate용매

반응 조건

온도
30 °C

실험 절차

10 g of 2,4-bisethoxycarbonylbicyclo[3.3.0]-octane-3,7-dione is dissolved in 40 ml of ethanol and diluted with 0.1-molar phosphate buffer pH 7 to a volume of 1,000 ml. Thereafter, 5 g of α-chymotrypsin from bovine pancreas (activity 1150 U/mg, Chemie Pharmazie Commerz, Hamburg) is added and the mixture shaken on a rotary shaker for 44 hours at 30° C. Then the reaction mixture is extracted three times with methyl isobutyl ketone, the extracts are combined and concentrated to dryness under vacuum. The remaining oily residue (9.4 g) is chromatographed for purification over a silica gel column by means of a solvent gradient of hexane/ethyl acetate. After evaporation of the main fraction, 6.68 g (89.7% of theory) of pure 2-ethoxycarbonylbicyclo[3.3.0]octane-3,7-dione is obtained as a pale, colorless oil which does not crystallize.

후처리

  1. additionThereafter, 5 g of α-chymotrypsin from bovine pancreas (activity 1150 U/mg, Chemie Pharmazie Commerz, Hamburg) is added
  2. extractionThen the reaction mixture is extracted three times with methyl isobutyl ketone
  3. concentrationconcentrated to dryness under vacuum
  4. customThe remaining oily residue (9.4 g) is chromatographed for purification over a silica gel column by means of a solvent gradient of hexane/ethyl acetate
  5. customAfter evaporation of the main fraction

출처 및 근거

ORD 기록
ord-3c8a7e4080b6424bbd8ff11c24c4ba21
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05093250

반응 노트

불러오는 중…