Potassium Carbonate → 8-{[(Aminocarbonyl)oxy]methyl}-4,7-dihydroxy-1,1a,2,8,8a,8b-hexahydro-6-[(tert-butoxycarbonyl)azo]-8a-methoxy-5-methyl-azirino[2',3':3,4]pyrrolo[1,2-a]indole

HRID 414221

Reaktionsgleichung

Reaktionsgleichung von HRID 414221
[CH3:1][C:2]1[C:8](=[O:9])[C:7]2[N:10]3[C@@:14]([O:21][CH3:22])([C@H:15]([CH2:16][O:17][C:18]([NH2:20])=[O:19])[C:6]=2[C:4](=[O:5])[C:3]=1OC)[C@H:13]1[NH:23][C@H:12]1[CH2:11]3.[C:26]([O:30][C:31]([NH:33][NH2:34])=[O:32])([CH3:29])([CH3:28])[CH3:27].C(=O)([O-])[O-].[K+].[K+]>>[NH2:20][C:18]([O:17][CH2:16][CH:15]1[C:6]2[C:4]([OH:5])=[C:3]([N:34]=[N:33][C:31]([O:30][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:32])[C:2]([CH3:1])=[C:8]([OH:9])[C:7]=2[N:10]2[CH2:11][CH:12]3[NH:23][CH:13]3[C:14]12[O:21][CH3:22])=[O:19]

Komponenten

4

Edukt 3

HCID 11430Potassium CarbonateHCID 19972Mitomycin AHCID 70091tert-Butyl carbazate

Produkt 1

HCID 1363428368-{[(Aminocarbonyl)oxy]methyl}-4,7-dihydroxy-1,1a,2,8,8a,8b-hexahydro-6-[(tert-butoxycarbonyl)azo]-8a-methoxy-5-methyl-azirino[2',3':3,4]pyrrolo[1,2-a]indoleAusbeute 42,9 %

Versuchsvorschrift

In a similar manner to that described in Example 17, mitomycin A (250 mg), tert-butoxycarbonylhydrazine (284 mg) and potassium carbonate (150 mg) are treated to obtain the desired product (138 mg) with a yield of 42.7%.

Aufarbeitung

  1. additionare treated

Quellen und Nachweise

ORD-Eintrag
ord-cfb506ab53ef4a579ed697997d7b5559
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04791113

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