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 1651187노트

반응식

HRID 1651187 반응식
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

참가 물질

6

반응물 4

HCID 5360545SodiumHCID 5462222PotassiumHCID 5742673CefotaximeHCID 14294241HCID 14294241, 화합물

생성물 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 acid수율 12.1%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-57b817eb2656427a83ad54bff5d74512
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04927922

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