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Hydrochloric Acid → (6R-trans)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

HRID 1073810
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반응식

HRID 1073810 반응식
CC([O:4][CH2:5][C:6]1[CH2:15][S:14][C@@H:9]2[C@H:10]([NH2:13])[C:11](=[O:12])[N:8]2[C:7]=1[C:16]([OH:18])=[O:17])=O.[OH-].[Na+].Cl>O>[NH2:13][C@@H:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][OH:4])[CH2:15][S:14][C@H:9]12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4413287-Aminocephalosporanic acid3회

생성물 1

HCID 11031679(6R-trans)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid수율 63.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

In 100 ml of water was suspended 10 g of 7-aminocephalosporanic acid (hereinafter abbreviated as "7-ACA"). The pH of the suspension was maintained at 12.5 to 13.4 by gradual addition of 2N-sodium hydroxide solution under ice-cooling and stirring. The mixture was further stirred for 2 hours, and adjusted to pH 3.4 with 4N-hydrochloric acid after confirming the disappearance of the starting material (7-ACA) by TLC. The precipitating crystals were collected by filtration, washed with water and acetone and dried over phosphorus pentoxide under reduced pressure to give 5.4 g of 7β-amino-3-hydroxymethyl -3-cephem-4-carboxylic acid as pale yellow crystals.

후처리

  1. temperaturecooling
  2. stirringThe mixture was further stirred for 2 hours
  3. filtrationThe precipitating crystals were collected by filtration
  4. washwashed with water and acetone
  5. dry with materialdried over phosphorus pentoxide under reduced pressure

출처 및 근거

ORD 기록
ord-74b6579c9dcf42b582c597c4e6a976ba
출처 데이터셋
uspto-grants-1990_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04971963

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