L-Proline → 10-Ethyl-1,2,3,5,10,11 a-hexahydro-11H-pyrrolo[2,1-c] [1,4] benzodiazepin-11-one

HRID 268165

Reaktionsgleichung

Reaktionsgleichung von HRID 268165
[CH2:1]([N:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=O)[N:6]2[CH2:15][CH2:16][CH2:17][CH:5]2[C:4]1=[O:18])[CH3:2].C(N1C(=O)OC(=O)C2=CC=CC=C12)C.N1CCC[C@H]1C(O)=O.C1C=CN2C(=O)C3C=CC=CC=3NC(=O)C=12>CO>[CH2:1]([N:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][N:6]2[CH2:15][CH2:16][CH2:17][CH:5]2[C:4]1=[O:18])[CH3:2]

Komponenten

6

Edukt 4

HCID 145742L-ProlineHCID 3013585H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dioneHCID 3249856N-ethylisatoic anhydrideHCID 1703587110-ethyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione

Produkt 1

HCID 4509574710-Ethyl-1,2,3,5,10,11 a-hexahydro-11H-pyrrolo[2,1-c] [1,4] benzodiazepin-11-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

When (+) 10-ethyl-1,2,3,11a-tetrahydro-5 H-pyrrolo[2,1-c] [1,4] benzodiazepin-5,11(10H)-dione, melting point 138° -140°C., (prepared as described above by reacting N-ethylisatoic anhydride with L-proline) is substituted for (+)-1,2,3,11 a-tetrahydro-10-methyl-[5H-pyrrolo [2,1-c] [1,4] benzodiazepin-5,11 -(10H)-dione in the procedure of Example 1, the above compound is obtained. The hydrochloride salt melts at 233°-235°C., [α]D 25 + 415° (0.9% in methanol).

Aufarbeitung

  1. customthe above compound is obtained

Quellen und Nachweise

ORD-Eintrag
ord-7c3b250014054028ae1647fcb20c6b75
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03947408

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