Pyridine → Phenylacetyl 7-aminodesacetoxycephalosporanic acid

HRID 1833895노트

반응식

HRID 1833895 반응식
[CH3:1][C:2]1([CH3:24])[CH:6]([C:7]([OH:9])=[O:8])[N:5]2[C:10](=[O:22])[C@@H:11]([NH:12][C:13](=[O:21])[CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C@H:4]2[S@:3]1=O.ClC(Cl)(Cl)COP([O-])([O-])=O.N1C=CC=CC=1>O1CCOCC1>[CH3:1][C:2]1[CH2:24][S:3][C@@H:4]2[C@H:11]([NH:12][C:13](=[O:21])[CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:10](=[O:22])[N:5]2[C:6]=1[C:7]([OH:9])=[O:8]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 22764074HCID 22764074, 화합물HCID 90473365HCID 90473365, 화합물

생성물 1

HCID 168674Phenylacetyl 7-aminodesacetoxycephalosporanic acid수율 244.6%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

The polymer ester of (1S, 5R, 6R)-2,2-dimethyl-6-phenylacetamidopenam-3-carboxylic acid 1-oxide[45.60g, 0.05 mole, from example 29(a)] was refluxed for 24 hours in dioxan (500 ml.) with trichloroethylphosphate (1.15g, 5.0 m.mole) and pyridine (0.41 ml., 0.40g, 0.0051 mole) as in example 16 above to give the polymer ester of (6R, 7R)-3-methyl-7-phenylacetamidoceph-3-em-4-carboxylic acid (40.65g). The IR and NMR spectra were identical with the product obtained in example 8 above.

출처 및 근거

ORD 기록
ord-337e2731ce2340cb8933ead5b57a84b1
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04067858

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