4-Methylmorpholine → Ethyl N-(1-((benzyloxy)carbonyl)-L-prolyl)-L-leucinate

HRID 1733664

Reaktionsgleichung

Reaktionsgleichung von HRID 1733664
[CH2:1]([O:8][C:9]([N:11]1[CH2:18][CH2:17][CH2:16][C@H:12]1[C:13]([OH:15])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:20]([O:22][C:23](=[O:30])[C@H:24]([CH2:26][CH:27]([CH3:29])[CH3:28])[NH2:25])[CH3:21].CN1CCOCC1.O=C1C2C=CC=CC=2N=NN1OS(C)(=O)=O>C(Cl)(Cl)Cl.C(OCC)(=O)C.O>[CH2:20]([O:22][C:23](=[O:30])[C@H:24]([CH2:26][CH:27]([CH3:29])[CH3:28])[NH:25][C:13](=[O:15])[C@@H:12]1[CH2:16][CH2:17][CH2:18][N:11]1[C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH3:21]

Komponenten

8

Edukt 4

HCID 79724-MethylmorpholineHCID 101987Benzyloxycarbonyl-L-prolineHCID 11658447L-Leucine, ethyl ester, hydrochloride (1:1)HCID 218962814-Oxo-3,4-dihydro-3-methanesulfonyloxy-1,2,3-benzotriazine

Produkt 1

HCID 6453075Ethyl N-(1-((benzyloxy)carbonyl)-L-prolyl)-L-leucinateAusbeute 66,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

N-Benzyloxycarbonyl-L-proline (1.25 g), L-leucine ethyl ester hydrochloride (1.00 g) and N-methylmorpholine (1.10 ml) are dissolved in chloroform (10 ml) and thereto is added 4-oxo-3,4-dihydro-3-methanesulfonyloxy-1,2,3-benzotriazine (1.20 g). After allowing to stand overnight, to the mixture are added water and ethyl acetate. The ethyl acetate layer is washed and dried, and then the solvent is distilled off to give N-(N-benzyloxycarbonyl-L-prolyl)-L-leucine ethyl ester (1.3 g), melting point: 65°-67° C.

Aufarbeitung

  1. washThe ethyl acetate layer is washed
  2. customdried
  3. distillationthe solvent is distilled off

Quellen und Nachweise

ORD-Eintrag
ord-89cf0924f3e74005978288a0de1fd424
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04242507

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