Water → 7-[2-(2-Aminothiazole-4-yl)-2-n-hexyloxyiminoacetamido]-3-cephem-4-carboxylic acid

HRID 435334ノート

反応式

HRID 435334 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:8]([OH:10])=O)[N:6]=1.O.P(Cl)(Cl)(Cl)=O.[NH2:25][CH:26]1[C:36](=[O:37])[N:28]2[C:29]([C:33]([OH:35])=[O:34])=[CH:30][CH2:31][S:32][C@H:27]12>O1CCCC1.CN(C)C=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:8]([NH:25][CH:26]2[C:36](=[O:37])[N:28]3[C:29]([C:33]([OH:35])=[O:34])=[CH:30][CH2:31][S:32][C@H:27]23)=[O:10])[N:6]=1

参加物

7

反応物 4

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 12941984(6R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 540705992-(2-Aminothiazol-4-yl)-2-n-hexyloxyiminoacetic acid

生成物 1

HCID 1317124707-[2-(2-Aminothiazole-4-yl)-2-n-hexyloxyiminoacetamido]-3-cephem-4-carboxylic acid収率 24.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-(2-Aminothiazol-4-yl)-2-n-hexyloxyiminoacetic acid (syn isomer, 3 g.), water (0.15 g.), phosphoryl chloride (3.8 g.), trimethylsilyacetamide (10.7 g.), N,N-dimethylformamide (1.0 g.), tetrahydrofuran (50 ml.) and 7-amino-3-cephem-4-carboxylic acid (2.0 g.) were treated in a similar manner to that of Example 18 to give 7-[2-(2-aminothiazol-4-yl)-2-n-hexyloxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer, 1.1 g.).

出典と根拠

ORDレコード
ord-6d7627413b9a4d778bf33d50aaa43868
出典データセット
uspto-grants-1983_08
特許番号
US04400379

反応ノート

読み込み中…