Pyridine → Nalpha-Cinnamoyl-L-lysine

HRID 2211191

반응식

HRID 2211191 반응식
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C@@H:13]([C:15]([OH:17])=[O:16])[NH2:14])=O)(C)(C)C.N1C=CC=CC=1.[C:24](Cl)(=[O:33])[CH:25]=[CH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C)C=O.C(Cl)(Cl)Cl>[C:24]([NH:14][C@H:13]([C:15]([OH:17])=[O:16])[CH2:12][CH2:11][CH2:10][CH2:9][NH2:8])(=[O:33])[CH:25]=[CH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

6

반응물 3

HCID 1049PyridineHCID 660233-Phenylprop-2-enoyl chlorideHCID 2733283(2S)-2-amino-6-(((tert-butoxy)carbonyl)amino)hexanoic acid

생성물 1

HCID 53746252Nalpha-Cinnamoyl-L-lysine

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매

실험 절차

Nε-t-Butoxycarbonyl-L-lysine (2.58 g) was dissolved in 50 ml of dimethylformamide, and 30 ml of anhydrous pyridine was added to the solution. To the mixture was added a solution of cinnamoyl chloride in chloroform (1.665 g/20 ml) was added, and the reaction was carried out at 40° C. The reaction mixture was concentrated to dryness under reduced pressure, the residue was dissolved in 3.6N HCl/dioxane (33 ml) and, after 4 hours of standing, the solution was concentrated under reduced pressure to give the desired compound (2.43 g; hereinafter referred to as compound B).

후처리

  1. additionwas added
  2. customwas carried out at 40° C
  3. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  4. dissolutionthe residue was dissolved in 3.6N HCl/dioxane (33 ml) and, after 4 hours
  5. concentrationthe solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4e16ae6f99d942be8a3aaed7f4c08f98
출처 데이터셋
uspto-grants-1995_10
특허 번호
US05462976

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