Ethylmorpholine → HCID 67806908, Verbindung

HRID 467133Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 467133
[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@H:2]([C:4]([OH:6])=O)[CH3:3].C(N1CCOCC1)C.C1C=CC2N(O)N=NC=2C=1.Cl.[CH2:33]([O:40][C:41]([CH:43]1[CH2:51][CH:50]2[CH:45]([CH2:46][CH2:47][CH2:48][CH2:49]2)[NH:44]1)=[O:42])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[CH2:33]([O:40][C:41]([CH:43]1[CH2:51][CH:50]2[CH:45]([CH2:46][CH2:47][CH2:48][CH2:49]2)[N:44]1[C:4](=[O:6])[C@H:2]([CH3:3])[NH:1][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])=[O:42])[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Komponenten

7

Edukt 5

HCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 85082Tert-butoxycarbonylalanineHCID 19902522Benzyl octahydro-1H-indole-2-carboxylate hydrochloride

Produkt 1

HCID 67806908HCID 67806908, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

19 g of Boc-Ala-OH are dissolved in 100 ml of dimethylformamide, and 13 ml of N-ethylmorpholine, 13.5 g of HOBt and 29.6 g of octahydroindole-2-carboxylic acid benzyl ester hydrochloride are added to the solution. The mixture is cooled in an ice bath, 21 g of dicyclohexylcarbodiimide are added to it, and it is stirred for 15 hours at room temperature. The precipitated urea is filtered off under suction, and the filtrate is concentrated in vacuo and taken up in ethyl acetate. The solution is extracted 3 times in each case with aqueous KHSO4 solution, KHCO3 solution and saturated NaCl solution and the organic phase is concentrated in vacuo.

Aufarbeitung

  1. temperatureThe mixture is cooled in an ice bath
  2. filtrationThe precipitated urea is filtered off under suction
  3. concentrationthe filtrate is concentrated in vacuo
  4. extractionThe solution is extracted 3 times in each case with aqueous KHSO4 solution, KHCO3 solution and saturated NaCl solution
  5. concentrationthe organic phase is concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0b640097c12049afbc5490456d26cedd
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05158959

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