Pyridine → Benzhydryl 7-amino-3vinyl-3cephem-4-carboxylate hydrochloride

HRID 569380

反応式

HRID 569380 の反応式
P(Cl)(Cl)(Cl)(Cl)[Cl:2].N1C=CC=CC=1.C(OC(C(NC(OCC)=O)CCCC([NH:35][CH:36]1[C:61](=[O:62])[N:38]2[C:39]([C:45]([O:47][CH:48]([C:55]3[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=3)[C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=3)=[O:46])=[C:40]([CH:43]=[CH2:44])[CH2:41][S:42][C@H:37]12)=O)=O)(C1C=CC=CC=1)C1C=CC=CC=1.COCCO>C(Cl)CCl.O>[ClH:2].[NH2:35][CH:36]1[C:61](=[O:62])[N:38]2[C:39]([C:45]([O:47][CH:48]([C:49]3[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=3)[C:55]3[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=3)=[O:46])=[C:40]([CH:43]=[CH2:44])[CH2:41][S:42][C@H:37]12

参加物

7

反応物 4

HCID 1049PyridineHCID 80192-MethoxyethanolHCID 24819Phosphorus pentachlorideHCID 14099864Benzhydryl 7-(5-benzhydryloxycarbonyl-5-ethoxycarbonylaminopentanamido)-3-vinyl-3-cephem-4-carboxylate

生成物 1

HCID 12818005Benzhydryl 7-amino-3vinyl-3cephem-4-carboxylate hydrochloride収率 36.8%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 962Water溶媒

実験手順

To a solution of phosphorus pentachloride (7.87 g) in ethylene chloride (47.75 ml) was added pyridine (2.99 g) at 5° to 6° C. After stirring for 30 minutes, to the mixture was added benzhydryl 7-(5-benzhydryloxycarbonyl-5-ethoxycarbonylaminopentanamido)-3-vinyl-3-cephem-4-carboxylate (9.75 g). After stirring for 2 hours at 5° to 6° C. and cooling to -30° to -20° C., the mixture was treated with 2-methoxyethanol (7.67 ml) for 1.5 hours and then with water (10 ml) for an hour. The precipitates were collected by filtration and washed with ethyl acetate and diisopropyl alcohol to give benzhydryl 7-amino-3-vinyl-3-cephem-4-carboxylate hydrochloride (1.99 g).

後処理

  1. stirringAfter stirring for 2 hours at 5° to 6° C.
  2. temperaturecooling to -30° to -20° C.
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with ethyl acetate and diisopropyl alcohol

出典と根拠

ORDレコード
ord-a13105f7dd6740d89d0fb47d827401ab
出典データセット
uspto-grants-1988_03
特許番号
US04731443

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