Piperonal → HCID 22619843, compound

HRID 377456Notes

Reaction equation

HRID 377456 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C@H:4]([CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH3:16])[CH:14]=2)[NH:9][CH:8]=1)[NH2:5].[CH:18]1[C:23]([CH:24]=O)=[CH:22][C:21]2[O:26][CH2:27][O:28][C:20]=2[CH:19]=1>>[CH3:16][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]1[CH:24]([C:23]3[CH:18]=[CH:19][C:20]4[O:28][CH2:27][O:26][C:21]=4[CH:22]=3)[NH:5][CH:4]([C:3]([O:2][CH3:1])=[O:17])[CH2:6][C:7]2=1

Participants

3

Reactant 2

HCID 8438PiperonalHCID 13863933HCID 13863933, compound

Product 1

HCID 22619843HCID 22619843, compound

Procedure

The cis and trans isomers of the title compound were prepared using the method described in Intermediate 1 but starting from racemic 5-methyltryptophan methyl ester and piperonal.

Sources & evidence

ORD record
ord-365b81f116974c14bc3e4c211c849aa8
Source dataset
uspto-grants-2000_02
Patent number
US06025494

Reaction notes

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