Hydrochloric Acid → (S)-2-[(7-Hydroxy-3-phenyl-isoxazolo[4,5-c]pyridine-6-carbonyl)amino]-propionic acid

HRID 2388170노트

반응식

HRID 2388170 반응식
[OH:1][C:2]1[C:3]2[O:15][N:14]=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:4]=2[CH:5]=[N:6][C:7]=1[C:8]([O:10]CC)=O.[NH2:22][C@H:23]([C:25]([OH:27])=[O:26])[CH3:24].[O-]CC.[Na+].Cl>CN(C=O)C.O>[OH:1][C:2]1[C:3]2[O:15][N:14]=[C:13]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:4]=2[CH:5]=[N:6][C:7]=1[C:8]([NH:22][C@@H:23]([CH3:24])[C:25]([OH:27])=[O:26])=[O:10]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 5950L-AlanineHCID 2723922Sodium ethoxideHCID 67530168HCID 67530168, 화합물

생성물 1

HCID 42635755(S)-2-[(7-Hydroxy-3-phenyl-isoxazolo[4,5-c]pyridine-6-carbonyl)amino]-propionic acid수율 79.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Ethyl 7-hydroxy-3-phenylisoxazolo[4,5-c]pyridine-6-carboxylate (0.1 g, 0.35 mmol) was dissolved in 10 mL of DMF. L-Alanine (0.627 g, 7.04 mmol) and sodium ethoxide (0.36 g, 5.28 mmol) were added and the mixture was refluxed for 3 h. The mixture was cooled to room temperature and diluted with 70 mL of water. Concentrated hydrochloric acid was added dropwise until pH was 2. The resulting suspension was filtered and the solid dried under vacuum to give 91 mg of the title compound. MS: (+) m/z 328.00 (M+1).

후처리

  1. temperaturethe mixture was refluxed for 3 h
  2. filtrationThe resulting suspension was filtered
  3. customthe solid dried under vacuum

출처 및 근거

ORD 기록
ord-8f53663229d84adfa290d93211bbecc5
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08269008B2

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