3,3-Dimethylbutanal → Neotame

HRID 479009

Reaction equation

HRID 479009 reaction equation
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=O.[CH3:8][O:9][C:10]([C@@H:12]([NH:20][C:21]([C@@H:23]([NH2:28])[CH2:24][C:25]([OH:27])=[O:26])=[O:22])[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:11]>>[CH3:1][C:2]([CH2:3][CH2:4][NH:28][C@H:23]([C:21]([NH:20][C@H:12]([C:10]([O:9][CH3:8])=[O:11])[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:22])[CH2:24][C:25]([OH:27])=[O:26])([CH3:7])[CH3:6]

Participants

3

Procedure

3,3-Dimethylbutyraldehyde and the acid salt of aspartame or the N-protected aspartame are reacted for a time and at a temperature sufficient to produce neotame. Generally, the time ranges from about 1 to about 24 hours, preferably from about 2 to about 4 hours after addition of the 3,3-dimethylbutyraldehyde is complete. If the 3,3-dimethylbutyraldehyde is added to the reaction mixture all at once, then the time sufficient to produce neotame preferably ranges from about 6 to about 24 hours. Generally, the temperature sufficient to produce neotame according to the present invention ranges from about 20° C. to about 60° C., preferably from about 22° C. to about 40° C.

Sources & evidence

ORD record
ord-f199ad6844754c1baa66d272ef92d628
Source dataset
uspto-grants-2003_11
Patent number
US06642406B2

Linked notes

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