L-aspartyl-L-phenylalanine methyl ester hydrochloride dihydrate → Aspartame

HRID 1583898

Reaction equation

HRID 1583898 reaction equation
O.O.Cl.[CH3:4][O:5][C:6](=[O:24])[C@H:7]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH:8][C:9](=[O:16])[C@H:10]([CH2:12][C:13](=[O:15])[OH:14])[NH2:11]>O.C(=O)([O-])[O-].[Na+].[Na+]>[CH3:4][O:5][C:6](=[O:24])[C@H:7]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH:8][C:9](=[O:16])[C@H:10]([CH2:12][C:13](=[O:14])[OH:15])[NH2:11]

Participants

4

Reactant 1

HCID 13020137L-aspartyl-L-phenylalanine methyl ester hydrochloride dihydrate

Product 1

HCID 134601Aspartame

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 10340Sodium CarbonateSolvent

Conditions

Temperature
60 °C

Procedure

12.5 parts of α-L-aspartyl-L-phenylalanine methyl ester hydrochloride dihydrate was dissolved in 100 parts by volume of water and aqueous sodium carbonate added to pH3, then heated to 60° C. and adjusted to pH4.5. The reaction mixture was cooled to 5° C. for three hours and the precipitate was collected on a filter and dried for 18 hours under vacuum at 60° C. to give 7.6 parts α-L-aspartyl-L-phenylalanine methyl ester.

Workup

  1. additionadded to pH3
  2. temperatureThe reaction mixture was cooled to 5° C. for three hours
  3. customthe precipitate was collected on
  4. filtrationa filter
  5. customdried for 18 hours under vacuum at 60° C.

Sources & evidence

ORD record
ord-b70d75ea51d245a6acf2025726f7314f
Source dataset
uspto-grants-1985_11
Patent number
US04555362

Linked notes

Loading…