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Potassium Carbonate → ethyl (S)-4-[[1-(aminocarbonyl)propyl]amino]butyrate

HRID 2197664
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HRID 2197664 반응식
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([O:9][C:10](=[O:15])[CH2:11][CH2:12][CH2:13][NH2:14])[CH3:8].[C:16]([C@H:19](OS(C)(=O)=O)[CH2:20][CH3:21])(=[O:18])[NH2:17]>C(#N)C>[CH2:7]([O:9][C:10](=[O:15])[CH2:11][CH2:12][CH2:13][NH:14][C@H:19]([C:16](=[O:18])[NH2:17])[CH2:20][CH3:21])[CH3:8]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 23365gamma-Aminobutyric acid ethyl esterHCID 86617530methanesulfonic acid (R)-1-carbamoyl-propyl ester

생성물 1

HCID 29938336ethyl (S)-4-[[1-(aminocarbonyl)propyl]amino]butyrate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

A mixture of powdered potassium carbonate (14.0 g, 96.2 mmol, 5 equiv.), ethyl-4-aminobutyrate (IVb) (6.5 g, 38.6 mmol, 2 equiv.) and methanesulfonic acid (R)-1-carbamoyl-propyl ester (IIi) (3.5 g, 19.3 mmol, 1 equiv.) in acetonitrile (40 ml, 11 vol.) is heated to 80° C. for 17 hours. The mixture is then filtered and the cake rinsed with acetonitrile (30 ml). Combined filtrates are concentrated to dryness under reduced pressure. The crude methyl-(S)-4-(1-carbamoylpropylamino)butyrate (VIg) obtained as a yellow oil is used directly in the next step.

후처리

  1. filtrationThe mixture is then filtered
  2. washthe cake rinsed with acetonitrile (30 ml)
  3. concentrationCombined filtrates are concentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-72c363b4584a4c4282ee76fa16dcfa0e
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08338621B2

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