7-demethylmitomycin A → Mitomycin A

HRID 1461503Notes

Reaction equation

HRID 1461503 reaction equation
[CH3:1][C:2]1[C:22](=[O:23])[C:20](=[O:21])[C:5]2[C@@H:6]([CH2:15][O:16][C:17]([NH2:19])=[O:18])[C@@:7]3([O:13][CH3:14])[C@H:11]4[NH:12][C@H:10]4[CH2:9][N:8]3[C:4]=2[C:3]=1[OH:24].[CH3:25]NN=NC1C=CC(C)=CC=1>>[CH3:1][C:2]1[C:3](=[O:24])[C:4]2[N:8]3[C@@:7]([O:13][CH3:14])([C@H:6]([CH2:15][O:16][C:17]([NH2:19])=[O:18])[C:5]=2[C:20](=[O:21])[C:22]=1[O:23][CH3:25])[C@H:11]1[NH:12][C@H:10]1[CH2:9]3

Participants

3

Reactant 2

HCID 117273937-demethylmitomycin AHCID 178486252HCID 178486252, compound

Product 1

HCID 19972Mitomycin A

Procedure

7-Hydroxy-9a-methoxymitosane was alkylated with 3-methyl-I-p-tolyltriazene to give mitomycin A or with diazodiphenylmethane to give 7-(diphenylmethyl)oxy-9a-methoxymitosane (hereinafter 7-ODPM mitomycin).

Sources & evidence

ORD record
ord-682c5038d1b74fddbb288925f215c81d
Source dataset
uspto-grants-1991_12
Patent number
US05075454

Reaction notes

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