Water → Cefixime

HRID 1470210

反応式

HRID 1470210 の反応式
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

参加物

6

反応物 4

HCID 962WaterHCID 6344DichloromethaneHCID 90407632methylsulfonyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]iminoacetateHCID 178436965HCID 178436965、化合物

生成物 1

HCID 5362065Cefixime

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3200251d10ad4b95b0010ee20297c9ed
出典データセット
uspto-grants-2015_04
特許番号
US09006421B2

関連ノート

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