Ethanol → HCID 86741293、化合物

HRID 235769

反応式

HRID 235769 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]1[CH2:15][C@H:14]2[N:11]([C:12](=[O:33])[C@H:13]2[C:16]([CH3:32])([O:18]C(OCC2C=CC([N+]([O-])=O)=CC=2)=O)[CH3:17])[C:10]=1[C:34]([O:36]CC1C=CC([N+]([O-])=O)=CC=1)=[O:35].C(O)C.P([O-])([O-])(O)=O.[K+:55].[K+].O>O1CCOCC1.O.[Pt](=O)=O>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]1[CH2:15][C@H:14]2[N:11]([C:12](=[O:33])[C@H:13]2[C:16]([OH:18])([CH3:32])[CH3:17])[C:10]=1[C:34]([O-:36])=[O:35].[K+:55]

参加物

7

反応物 4

HCID 702EthanolHCID 962WaterHCID 24450Potassium Phosphate, DibasicHCID 53970580HCID 53970580、化合物

生成物 1

HCID 86741293HCID 86741293、化合物

試薬・触媒・溶媒 2

HCID 11139377Platinum dioxide monohydrate触媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 4-nitrobenzyl (5R,6R)-3-(2-aminophenylthio)-6-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (490 mg) and platinum (IV) oxide monohydrate (200 mg) in a mixture of dioxane (60 ml), ethanol (5 ml), 0.1M aqueous dipotassium hydrogen phosphate (22.7 ml) and water (25 ml) was shaken for 50 minutes under a hydrogen atmosphere (40 psi) at ambient temperature. The catalyst was filtered off and the filtrate was concentrated to half of the original volume. The aqueous concentrate was washed three times with diethyl ether and evaporated in vacuo. The residue was dissolved in water (250 ml), and potassium chloride (12.5 g) was added thereto. The aqueous solution was chromatographed on non-ionic adsorption resin "Diaion HP-20 AG" (3.1×33 cm) eluting with water (1 liter) and aqueous isopropyl alcohol (5 to 30%, 1 liter). The fractions, whose UV spectra showed λ max 303 nm, were combined and lyophilized to give potassium (5R, 6R)-3-(2-aminophenylthio)-6-(1-hydroxy-1-methylethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (130 mg).

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated to half of the original volume
  3. concentrationThe aqueous concentrate
  4. washwas washed three times with diethyl ether
  5. customevaporated in vacuo
  6. dissolutionThe residue was dissolved in water (250 ml)
  7. additionpotassium chloride (12.5 g) was added
  8. customThe aqueous solution was chromatographed on non-ionic adsorption resin "Diaion HP-20 AG" (3.1×33 cm)
  9. washeluting with water (1 liter) and aqueous isopropyl alcohol (5 to 30%, 1 liter)

出典と根拠

ORDレコード
ord-e1719374b6824c27b3ae6893bb9dde21
出典データセット
uspto-grants-1987_02
特許番号
US04640915

関連ノート

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