Sodium Hydroxide → (6R,7R)-7-((4-Carboxy-1-oxobutyl)amino)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

HRID 1588328ノート

反応式

HRID 1588328 の反応式
CC([O:4][CH2:5][C:6]1[CH2:23][S:22][C@@H:9]2[C@H:10]([NH:13][C:14]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[O:15])[C:11](=[O:12])[N:8]2[C:7]=1[C:24]([OH:26])=[O:25])=O.[OH-].[Na+]>O>[CH2:23]1[S:22][C@@H:9]2[C@H:10]([NH:13][C:14]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[O:15])[C:11](=[O:12])[N:8]2[C:7]([C:24]([OH:26])=[O:25])=[C:6]1[CH2:5][OH:4]

参加物

4

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 446570Glutaryl-7-aminocephalosporanic acid2 回

生成物 1

HCID 6453255(6R,7R)-7-((4-Carboxy-1-oxobutyl)amino)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Glutaryl 7ACA (3.0 g) is slurried in 45 ml water and the pH is adjusted to 6.0 with 20% sodium hydroxide to dissolve the glutaryl 7ACA. Yeast esterase (0.3 g) is added and the solution is stirred at 22°-25° C. for 4 hours while maintaining the pH at 5.9-6.1 with 20% sodium hydroxide. The yield by HPLC to desacetyl glutaryl 7ACA is 98% with the ratio of desacetyl glutaryl 7ACA to glutaryl 7ACA >99%. The resulting solution is filtered with filter aid to remove the yeast and aliquots are used for subsequent chemical conversions of desacetyl glutaryl 7ACA to glutaryl 7ACA. The solution may be stored frozen.

後処理

  1. additionYeast esterase (0.3 g) is added

出典と根拠

ORDレコード
ord-55618526b7794c16bf0de53644fe10ed
出典データセット
uspto-grants-1993_06
特許番号
US05221739

反応ノート

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