Pyridine → Phenylacetyl 7-aminodesacetoxycephalosporanic acid

HRID 1833895ノート

反応式

HRID 1833895 の反応式
[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]

参加物

5

反応物 3

HCID 1049PyridineHCID 22764074HCID 22764074、化合物HCID 90473365HCID 90473365、化合物

生成物 1

HCID 168674Phenylacetyl 7-aminodesacetoxycephalosporanic acid収率 244.6%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-337e2731ce2340cb8933ead5b57a84b1
出典データセット
uspto-grants-1978_01
特許番号
US04067858

反応ノート

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