Hydrochloric Acid → N-(4-methoxybenzoyl)-phenylalanyltyrosine

HRID 1439008노트

반응식

HRID 1439008 반응식
[NH2:1][C@H:2]([C:10]([NH:12][C@H:13]([C:22]([OH:24])=[O:23])[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:25][O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][CH:28]=1.Cl>[OH-].[Na+]>[CH3:25][O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31]([NH:1][C@H:2]([C:10]([NH:12][C@H:13]([C:22]([OH:24])=[O:23])[CH2:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[O:11])[CH2:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[O:32])=[CH:29][CH:28]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7477p-Anisoyl chlorideHCID 515709Phe-Tyr

생성물 1

HCID 54084741N-(4-methoxybenzoyl)-phenylalanyltyrosine수율 56.4%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매2회

실험 절차

In 20 ml of 1N sodium hydroxide solution, 3.28 g of phenylalanyltyrosine was dissolved and the solution was cooled with ice. To the cold solution were added dropwise 1.7 g of 4-methoxybenzoylchloride and 10 ml of 1N sodium hydroxide solution. After stirring for 2 hours, the mixture was neutralized with hydrochloric acid and extracted with ethyl acetate. The extract was washed with water, dried and concentrated to dryness. The residue was crystallized from ethyl acetate to give 2.6 g of N-(4-methoxybenzoyl)-phenylalanyltyrosine in a yield of 56%.

후처리

  1. temperaturethe solution was cooled with ice
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. customdried
  5. concentrationconcentrated to dryness
  6. customThe residue was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-730a6d8d9b904f4996e0ab14cea922e5
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04057629

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