Hydrochloric Acid → Aspartame

HRID 845865Notes

Reaction equation

HRID 845865 reaction equation
C([NH:3][C@H:4]([C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[CH2:5][C:6](=[O:8])[OH:7])=O.Cl.O.[CH3:25]O>>[CH3:25][O:22][C:20](=[O:21])[C@H:12]([CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[NH:11][C:9](=[O:10])[C@H:4]([CH2:5][C:6](=[O:8])[OH:7])[NH2:3]

Participants

5

Reactant 4

HCID 313Hydrochloric Acid2×HCID 887Methanol2×HCID 962WaterHCID 92472N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine

Product 1

HCID 134601Aspartame

Procedure

deformylating formyl-α-L-aspartyl-L-phenylalanine in the presence of hydrogen chloride, methanol and water. Then, adding methanol and hydrogen chloride directly to the resulting solution to obtain the chloride salt of α-L-aspartyl-L-phenylalanine methyl ester.

Sources & evidence

ORD record
ord-b49355ec17c74449a2520f629623693e
Source dataset
uspto-grants-1988_07
Patent number
US04760164

Reaction notes

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