Sodium → 7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(4-tert-butylphenyl)thiadiazol-4-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

HRID 1651187ノート

反応式

HRID 1651187 の反応式
CC(O[CH2:5][C:6]1[CH2:27][S:26][C@@H:9]2[C@H:10]([NH:13][C:14](/[C:16](/[C:20]3[N:24]=[C:23]([NH2:25])[S:22][CH:21]=3)=[N:17]\[O:18][CH3:19])=[O:15])[C:11](=[O:12])[N:8]2[C:7]=1[C:28]([OH:30])=[O:29])=O.[Na].[CH3:32][C:33]([C:36]1[CH:41]=[CH:40][C:39]([C:42]2[S:46][N:45]=[N:44][C:43]=2[SH:47])=[CH:38][CH:37]=1)([CH3:35])[CH3:34].[K]>O>[NH2:25][C:23]1[S:22][CH:21]=[C:20](/[C:16](=[N:17]/[O:18][CH3:19])/[C:14]([NH:13][CH:10]2[C:11](=[O:12])[N:8]3[CH:9]2[S:26][CH2:27][C:6]([CH2:5][S:47][C:43]2[N:44]=[N:45][S:46][C:42]=2[C:39]2[CH:40]=[CH:41][C:36]([C:33]([CH3:35])([CH3:34])[CH3:32])=[CH:37][CH:38]=2)=[C:7]3[C:28]([OH:30])=[O:29])=[O:15])[N:24]=1

参加物

6

反応物 4

HCID 5360545SodiumHCID 5462222PotassiumHCID 5742673CefotaximeHCID 14294241HCID 14294241、化合物

生成物 1

HCID 885956607-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(4-tert-butylphenyl)thiadiazol-4-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid収率 12.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

A mixture of 0.5 g of Cefotaxime, sodium salt, 0.4 g of 5-[4-(1,1-dimethylethyl)phenyl]-1,2,3-thiadiazole-4-thiol, potassium salt and 16 ml of water was heated at 70° C. for 5.5 hours with pH adjustment to 6.8-7.2, then cooled and filtered. The filtrate was adjusted to pH 5 and extracted with 30 ml of ethyl acetate. The aqueous remainder was filtered through diatomaceous earth and adjusted to pH 2.5 with 2N hydrochloric acid. The resulting solid was collected, washed with water and dried, giving 86 mg of the desired product as a light orange solid [α]D26 =-10°+2 (0.885 DMSO): IR(KBr) 1770 cm-1 (β-lactam --C=O).

後処理

  1. temperaturecooled
  2. filtrationfiltered
  3. extractionextracted with 30 ml of ethyl acetate
  4. filtrationThe aqueous remainder was filtered through diatomaceous earth
  5. customThe resulting solid was collected
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-57b817eb2656427a83ad54bff5d74512
出典データセット
uspto-grants-1990_05
特許番号
US04927922

反応ノート

読み込み中…