L-Aspartic Acid → (2s)-2-{[(3-Oxo-3,4-dihydro-2-pyrazinyl)-carbonyl]amino}-butanedioic acid

HRID 1005751노트

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HRID 1005751 반응식
[OH:1][C:2]1[C:3]([C:8]([O:10]C)=O)=[N:4][CH:5]=[CH:6][N:7]=1.[NH2:12][C@H:13]([C:18]([OH:20])=[O:19])[CH2:14][C:15]([OH:17])=[O:16].C(N(CC)CC)C>CS(C)=O>[O:1]=[C:2]1[NH:7][CH:6]=[CH:5][N:4]=[C:3]1[C:8]([NH:12][C@@H:13]([CH2:14][C:15]([OH:17])=[O:16])[C:18]([OH:20])=[O:19])=[O:10]

참가 물질

5

반응물 3

HCID 5960L-Aspartic AcidHCID 8471TriethylamineHCID 178499100HCID 178499100, 화합물

생성물 1

HCID 69381473(2s)-2-{[(3-Oxo-3,4-dihydro-2-pyrazinyl)-carbonyl]amino}-butanedioic acid수율 17.4%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
50 °C

실험 절차

In 4 mL of dimethyl sulfoxide is dissolved 0.4 g of methyl 3-hydroxy-2-pyrazinecarboxlate. Then, 0.27 g of L-aspartic acid and 0.85 mL of triethylamine are successively added to the solution, which is then stirred at 50° C. for 6 hours. The deposited crystals are filtered off, and the filtrate is concentrated under reduced pressure. Then, 2 mL of water and 0.2 mL of methanol are added to the resulting residue. The precipitate formed is collected by filtration to obtain 0.09 g of (2S)-2-{[(3-oxo-3,4-dihydro-2-pyrazinyl)-carbonyl]amino}-butanedioic acid.

후처리

  1. filtrationThe deposited crystals are filtered off
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. additionThen, 2 mL of water and 0.2 mL of methanol are added to the resulting residue
  4. customThe precipitate formed
  5. filtrationis collected by filtration

출처 및 근거

ORD 기록
ord-41cd804118774b8aa3f7c2d63a5be37c
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06787544B2

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