HCID 86741716, compound → HCID 86741715, compound

HRID 1253281Notes

Reaction equation

HRID 1253281 reaction equation
C[O:2][C:3](=[O:19])[CH2:4][C:5]1[O:6][CH:7]=[C:8]([OH:18])[C:9]2[C:10]=1[N:11]=[C:12]1[C:17]=2[CH:16]=[CH:15][CH:14]=[CH:13]1>[O-2].[O-2].[Mn+4]>[O:18]=[C:8]1[C:9]2[C:10]([N:11]=[C:12]3[C:17]=2[CH:16]=[CH:15][CH:14]=[CH:13]3)=[C:5]([CH2:4][C:3]([OH:19])=[O:2])[O:6][CH2:7]1

Participants

3

Reactant 1

HCID 86741716HCID 86741716, compound

Product 1

HCID 86741715HCID 86741715, compound

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Procedure

Oxidation of 4-hydroxypyrano[3,4-b]indole acetic acid methyl ester 15 with manganese dioxide, followed by hydrolysis, afforded 4-oxopyrano[3,4-b]-indole acetic acid 18. When 15 was treated with urea in acidified aqueous tetrahydrofuran, a quantitative conversion to 4-ureidopyrano[3,4-b]indole acetic acid methyl ester 13 was achieved.

Sources & evidence

ORD record
ord-9e8463d8260e4baeb2d66f3da3b2d7df
Source dataset
uspto-grants-1988_05
Patent number
US04748252

Reaction notes

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