Hydrochloric Acid → N-(2quinolinylcarbonyl)-L-isoasparagine

HRID 265268

반응식

HRID 265268 반응식
[NH2:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5].O.C(=O)(O)[O-].[C:15](O)(=[O:26])[C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1.Cl>COCCOC>[N:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:24]=[CH:25][C:16]=1[C:15]([NH:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5])=[O:26]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 962WaterHCID 7124Quinaldic AcidHCID 7015702Isoasparagine

생성물 1

HCID 59936550N-(2quinolinylcarbonyl)-L-isoasparagine수율 70%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

To a solution of 0.50 g (3.78 mmol) of L-isoasparagine in 5.0 mL H2O containing ~45 mg (1.5 eq) of solid bicarbonate. To this was added a suspension of 1.02 g (3.78 mmol) quinaldic acid, N-hydroxysuccinamide ester in ethylene glycol dimethylether, and the suspension was solubilized by the addition of 10 mL of dimethyfformamide. After 3 hours the solution was acidified by the addition of 5% HCl (aqueous) and the product was filtered and washed with water, dried under vacuum to yield 750 mg (70% yield) of N-(2-quinolinylcarbonyl)-L-isoasparagine.

후처리

  1. additionTo this was added
  2. additionthe suspension was solubilized by the addition of 10 mL of dimethyfformamide
  3. filtrationthe product was filtered
  4. washwashed with water
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-ce810b99662841ceb2a3a0a35cbead99
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648364

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