Acetone → Mitomycin A

HRID 2413980Notes

Reaction equation

HRID 2413980 reaction equation
C[C:2](C)=[O:3].[CH3:5][C:6]1[C:12](=[O:13])[C:11]2[N:14]3[C@@:18]([O:25][CH3:26])([C@H:19]([CH2:20][O:21][C:22]([NH2:24])=[O:23])[C:10]=2[C:8](=[O:9])[C:7]=1N)[C@H:17]1[NH:27][C@H:16]1[CH2:15]3>CO>[CH3:5][C:6]1[C:12](=[O:13])[C:11]2[N:14]3[C@@:18]([O:25][CH3:26])([C@H:19]([CH2:20][O:21][C:22]([NH2:24])=[O:23])[C:10]=2[C:8](=[O:9])[C:7]=1[O:3][CH3:2])[C@H:17]1[NH:27][C@H:16]1[CH2:15]3

Participants

4

Reactant 2

HCID 180AcetoneHCID 5746Mitomycin C

Product 1

HCID 19972Mitomycin A

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

TLC (ETOAC:Acetone) one spot Rf =0.91; UV (MeOH) 216 and 358 mu NMR(CDCl3); appearance of singlet at 4.04 corresponding to the 7-methoxy group which is not present in the parent compound mitomycin C.

Sources & evidence

ORD record
ord-52634dffb2f24f1484dd9d9de3ee4349
Source dataset
uspto-grants-1988_01
Patent number
US04720543

Reaction notes

Loading…