N-Benzylglycine ethyl ester → HCID 21463502, Verbindung

HRID 1940615

Reaktionsgleichung

Reaktionsgleichung von HRID 1940615
[F:1][C:2]1[C:7]2[N:8]=[C:9]([CH2:11][CH2:12][C:13]([OH:15])=O)[S:10][C:6]=2[C:5]([F:16])=[CH:4][C:3]=1[F:17].CCN=C=NCCCN(C)C.Cl.[CH2:30]([O:32][C:33](=[O:43])[CH2:34][NH:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[CH3:31]>C(Cl)Cl>[CH2:30]([O:32][C:33](=[O:43])[CH2:34][N:35]([CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:13](=[O:15])[CH2:12][CH2:11][C:9]1[S:10][C:6]2[C:5]([F:16])=[CH:4][C:3]([F:17])=[C:2]([F:1])[C:7]=2[N:8]=1)[CH3:31]

Komponenten

5

Edukt 3

HCID 80908N-Benzylglycine ethyl esterHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 214635293-(4,5,7-Trifluorobenzothiazol-2-yl)propionic acid

Produkt 1

HCID 21463502HCID 21463502, VerbindungAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To methylene chloride (10 ml) was added 3-(4,5,7-trifluorobenzothiazol-2-yl)propionic acid (522 mg, 2 mmol) obtained in Example 3-i), WSC.HCl (422 mg, 2.2 mmol) and N-benzylglycine ethyl ester (386 mg, 2 mmol) and the mixture was stirred for 15 hours at room temperature. The reaction mixture was washed with 7% hydrochloric acid and water successively. The organic layer was dried and evaporated. The resulting residue was purified on a silica gel column to give N-benzyl-N-[3-(4,5,7-trifluorobenzothiazol-2-yl)propionyl]-glycine ethyl ester (680 mg, 78%) as an oil.

Aufarbeitung

  1. washThe reaction mixture was washed with 7% hydrochloric acid and water successively
  2. customThe organic layer was dried
  3. customevaporated
  4. customThe resulting residue was purified on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-7897ee35011b4edf81e1bda2a1c1957d
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05700819

Verknüpfte Notizen

Wird geladen…