1,2-Dichloroethane → 3(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-(1,2,3,4,6,7,8,9-octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionylamino)-propionic acid ethyl ester

HRID 379248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 379248
[NH:1]1[C:10]2[N:9]=[C:8]3[CH2:11][CH:12]([CH2:15][CH2:16][C:17]([OH:19])=O)[CH2:13][CH2:14][C:7]3=[CH:6][C:5]=2[CH2:4][CH2:3][CH2:2]1.[CH2:20]([O:22][C:23](=[O:36])[CH2:24][C@H:25]([NH2:35])[C:26]1[CH:34]=[CH:33][C:29]2[CH2:30][CH2:31][O:32][C:28]=2[CH:27]=1)[CH3:21].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>CN(C=O)C>[CH2:20]([O:22][C:23](=[O:36])[CH2:24][C@@H:25]([C:26]1[CH:34]=[CH:33][C:29]2[CH2:30][CH2:31][O:32][C:28]=2[CH:27]=1)[NH:35][C:17](=[O:19])[CH2:16][CH2:15][CH:12]1[CH2:11][C:8]2=[N:9][C:10]3[NH:1][CH2:2][CH2:3][CH2:4][C:5]=3[CH:6]=[C:7]2[CH2:14][CH2:13]1)[CH3:21]

Komponenten

7

Edukt 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 108236463(S)-Amino-3-(2,3-dihydro-benzofuran-6-yl)-propionic acid ethyl esterHCID 226781623-(1,2,3,4,6,7,8,9-Octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionic acid

Produkt 1

HCID 698949923(S)-(2,3-Dihydro-benzofuran-6-yl)-3-(3-(1,2,3,4,6,7,8,9-octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionylamino)-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 14-4 (0.110 g, 0.39 mmol), β-aminoester 6-6 (0.106 g 0.39 mmol), EDC (0.075 g, 0.39 mmol), HOBT (0.053 g, 0.39 mmol) and N-methylmorpholine (0.164 mL, 1.17 mmol) in degassed DMF (5 mL) was stirred at room temperature for 12 h. The solution was concentrated. The residue was purified by flash chromatography to give 14-5.

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. customThe residue was purified by flash chromatography
  3. customto give 14-5

Quellen und Nachweise

ORD-Eintrag
ord-500aae137bf941058b50396cd10df6a8
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06297249B1

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