L-Aspartic Acid → Aspartame

HRID 1464455Notes

Reaction equation

HRID 1464455 reaction equation
[CH3:1][O:2][C:3](=[O:21])[C@H:4]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH:5][C:6](=[O:13])[C@H:7]([CH2:9][C:10](=[O:12])[OH:11])[NH2:8].N[C@H]([C:31](O)=[O:32])CC1C=CC=CC=1.[NH2:34][C@H:35]([C:40]([OH:42])=[O:41])[CH2:36][C:37]([OH:39])=O>>[CH3:1][O:2][C:3](=[O:21])[C@H:4]([CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[NH:5][C:6](=[O:13])[C@H:7]([CH2:9][C:10](=[O:11])[OH:12])[NH2:8].[CH:31]([NH:34][C@@H:35]1[C:40](=[O:41])[O:42][C:37](=[O:39])[CH2:36]1)=[O:32].[CH3:1][O:2][C:3](=[O:21])[C@H:4]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH2:5]

Participants

6

Reactant 3

HCID 5960L-Aspartic AcidHCID 6140L-PhenylalanineHCID 134601Aspartame

Product 3

HCID 134601AspartameHCID 736234L-Phenylalanine, methyl esterHCID 11298025N-[(3S)-Tetrahydro-2,5-dioxo-3-furanyl]formamide

Procedure

A method according to claim 1 wherein α-L-aspartyl-L-phenylalanine methyl ester, L-phenylalanine and L-aspartic acid are recovered from solutions formed in the preparation of α-L-aspartyl-L-phenylalanine methyl ester using, as raw materials, N-formyl-L-aspartic anhydride and L-phenylalanine methyl ester.

Workup

  1. customare recovered from solutions

Sources & evidence

ORD record
ord-7dfd2e6592194ae896b9929b40833598
Source dataset
uspto-grants-1994_04
Patent number
US05304671

Reaction notes

Loading…