Ethanol → HCID 86741296, 화합물

HRID 235774

반응식

HRID 235774 반응식
[CH3:1][C:2]([C@@H:18]1[C:24](=[O:25])[N:23]2[C@@H:19]1[CH2:20][C:21]([S:39][C:40]1[O:41][C:42]([CH3:45])=[N:43][N:44]=1)=[C:22]2[C:26]([O:28]CC1C=CC([N+]([O-])=O)=CC=1)=[O:27])([O:4]C(OCC1C=CC([N+]([O-])=O)=CC=1)=O)[CH3:3].C(O)C.P([O-])([O-])(O)=O.[K+:54].[K+]>O.O1CCOCC1.O.[Pt](=O)=O>[OH:4][C:2]([C@@H:18]1[C:24](=[O:25])[N:23]2[C@@H:19]1[CH2:20][C:21]([S:39][C:40]1[O:41][C:42]([CH3:45])=[N:43][N:44]=1)=[C:22]2[C:26]([O-:28])=[O:27])([CH3:3])[CH3:1].[K+:54]

참가 물질

7

반응물 3

HCID 702EthanolHCID 24450Potassium Phosphate, DibasicHCID 86741295HCID 86741295, 화합물

생성물 1

HCID 86741296HCID 86741296, 화합물

시약·촉매·용매 3

HCID 11139377Platinum dioxide monohydrate촉매HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

A mixture of 4-nitrobenzyl (5R, 6R)-6-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-3-(5-methyl-1,3,4-oxadiazol-2-ylthio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (50 mg), platinum (IV) oxide monohydrate (50 mg), ethanol (0.5 ml) and 0.1M aqueous solution of dipotassium hydrogen phosphate (2.35 ml) in a mixture of water (2.5 ml) and dioxane (6 ml) was shaken under a hydrogen atmosphere (40 psi) at ambient temperature for an hour. After the catalyst was filtered off, the filtrate was evaporated to half of the original volume. The resultant aqueous solution was washed three times with diethyl ether and then evaporated in vacuo. The residue was dissolved in water (25 ml) and the resultant aqueous solution was chromatographed on nonionic adsorption resin "Diaion HP-20AG" eluting with water (100 ml) and 10% aqueous isopropyl alcohol (100 ml). The fractions, whose UV spectra showed λmax 292 nm, were combined and lyophilized to give potassium (5R, 6R)-6-(1-hydroxy-1-methylethyl)-3-(5-methyl-1,3,4-oxadiazol-2-ylthio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (14.3 mg) as powder.

후처리

  1. filtrationAfter the catalyst was filtered off
  2. customthe filtrate was evaporated to half of the original volume
  3. washThe resultant aqueous solution was washed three times with diethyl ether
  4. customevaporated in vacuo
  5. dissolutionThe residue was dissolved in water (25 ml)
  6. customthe resultant aqueous solution was chromatographed on nonionic adsorption resin "Diaion
  7. wash" eluting with water (100 ml) and 10% aqueous isopropyl alcohol (100 ml)

출처 및 근거

ORD 기록
ord-1b0345dccce4453b9ff1c5dfb0fe1ba1
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640915

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