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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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4-Methylmorpholine → N-[3-(3-pyridyl)propanoyl]-L-valyl-N-[3,3,4,4,5,5,5-heptafluoro-1-(1-methylethyl)-2-oxopentyl]-L-prolinamide

HRID 613240
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HRID 613240 반응식
[NH2:1][C@H:2]([C:6]([N:8]1[CH2:31][CH2:30][CH2:29][C@H:9]1[C:10]([NH:12][C@H:13]([C:17]([C:19]([C:22]([C:25]([F:28])([F:27])[F:26])([F:24])[F:23])([F:21])[F:20])=[O:18])[CH:14]([CH3:16])[CH3:15])=[O:11])=[O:7])[CH:3]([CH3:5])[CH3:4].Cl.CN1CCOCC1.[N:40]1[CH:45]=[CH:44][CH:43]=[C:42]([CH2:46][CH2:47][C:48](Cl)=[O:49])[CH:41]=1>C(Cl)Cl>[N:40]1[CH:45]=[CH:44][CH:43]=[C:42]([CH2:46][CH2:47][C:48]([NH:1][C@H:2]([C:6]([N:8]2[CH2:31][CH2:30][CH2:29][C@H:9]2[C:10]([NH:12][CH:13]([CH:14]([CH3:15])[CH3:16])[C:17](=[O:18])[C:19]([F:20])([F:21])[C:22]([F:23])([F:24])[C:25]([F:28])([F:26])[F:27])=[O:11])=[O:7])[CH:3]([CH3:4])[CH3:5])=[O:49])[CH:41]=1
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참가 물질

5

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HCID 79724-MethylmorpholineHCID 149870663-Pyridin-3-ylpropanoyl chlorideHCID 131721523H-Val-Pro-Val-CF2CF2CF3.hydrochloride

생성물 1

HCID 88297363N-[3-(3-pyridyl)propanoyl]-L-valyl-N-[3,3,4,4,5,5,5-heptafluoro-1-(1-methylethyl)-2-oxopentyl]-L-prolinamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

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온도
-20 °C

실험 절차

Dissolve H-Val-Pro-Val-CF2CF2CF3.hydrochloride (185 mg, 0.37 mmol) in methylene chloride (10 mL) and cool to -20° C. while stirring. Add N-methylmorpholine (0.2 mL, 2.0 mmol) and immediately follow with a dropwise addition of 3-(3-pyridyl)propanoyl chloride in methylene chloride (5 mL) at such a rate as to maintain the internal reaction temperature at -10° C. or less. After completion of the addition, allow the reaction mixture to warm to room temperature. After 1.5 hours at room temperature, dilute the reaction mixture with methylene chloride (20 mL) and wash with 1N HCl (2×20 mL), saturated NaHCO3 (2×20 mL) and brine (1×20 mL). Dry (MgSO4) and concentrate in vacuo to give the title product in crude form. Immediately purify the crude product by flash chromatograpy (2×15 cm column eluted with 1:27 MeOH--CH2Cl2) to give the title compound.

후처리

  1. temperatureto maintain the internal reaction temperature at -10° C. or less
  2. additionAfter completion of the addition
  3. temperatureto warm to room temperature
  4. washwash with 1N HCl (2×20 mL), saturated NaHCO3 (2×20 mL) and brine (1×20 mL)
  5. dry with materialDry (MgSO4)
  6. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-d84e4093cbf54a42bc40b88bca162bfc
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06008196

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