Diethyl 2,5-dioxooctahydropentalene-1,3-dicarboxylate → HCID 19907095、化合物

HRID 2371366ノート

反応式

HRID 2371366 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

HCID 19907095HCID 19907095、化合物収率 89.7%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1061Phosphate溶媒

反応条件

温度
30 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3c8a7e4080b6424bbd8ff11c24c4ba21
出典データセット
uspto-grants-1992_03
特許番号
US05093250

反応ノート

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