Water → Cefixime

HRID 1470210

반응식

HRID 1470210 반응식
OC1C=CC=CC=1/C=[N:5]\[C@@H:6]1[C:13](=[O:14])[N:12]2[C@@H:7]1[S:8][CH2:9][C:10]([CH:27]=[CH2:28])=[C:11]2[C:15]([O:17]CC1C=CC(OC)=CC=1)=[O:16].O.CS(O[C:39](=[O:57])/[C:40](/[C:51]1[N:52]=[C:53]([NH2:56])[S:54][CH:55]=1)=[N:41]\[O:42][CH2:43][C:44]([O:46]C(C)(C)C)=[O:45])(=O)=O.ClCCl>C(OC)(C)(C)C>[NH2:56][C:53]1[S:54][CH:55]=[C:51](/[C:40](=[N:41]/[O:42][CH2:43][C:44]([OH:46])=[O:45])/[C:39]([NH:5][C@@H:6]2[C:13](=[O:14])[N:12]3[C@@H:7]2[S:8][CH2:9][C:10]([CH:27]=[CH2:28])=[C:11]3[C:15]([OH:17])=[O:16])=[O:57])[N:52]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6344DichloromethaneHCID 90407632HCID 90407632, 화합물HCID 178436965HCID 178436965, 화합물

생성물 1

HCID 5362065Cefixime

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

A reactor is charged with (6R,7R)-4-methoxybenzyl 7-((Z)-(2-hydroxybenzylidene)amino)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (1 eq), water (6-9 weight % relative to the Schiff base), (Z)-2-(2-aminothiazol-4-yl)-2-((2-(tert-butoxy)-2-oxoethoxy)imino)acetic methanesulfonic anhydride (2.5 eq) and dichloromethane (1.75 mL per gram of Schiff base). The mixture is stirred for three hours at room temperature, then added to methyl tertiary butyl ether over the course of 2-3 hours, resulting in the formation of a solid. The solid is filtered and the filter cake was washed with additional methyl tertiary butyl ether. The filtered solid is deprotected using conventional methods and dried under vacuum to yield the title compound.

후처리

  1. customresulting in the formation of a solid
  2. filtrationThe solid is filtered
  3. washthe filter cake was washed with additional methyl tertiary butyl ether
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-3200251d10ad4b95b0010ee20297c9ed
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006421B2

연결된 노트

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