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

HRID 325271Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 325271
[CH3:1][O:2][C:3](=[O:27])[C@H:4]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[NH:5][C:6](=[O:19])[C@H:7]([CH2:15][C:16](=[O:18])[OH:17])[NH:8]C(=O)CC(C)=O.C1(C)C=CC=CC=1.[ClH:35].N[OH:37]>O.C(O)(=O)C>[OH2:2].[OH2:37].[ClH:35].[CH3:1][O:2][C:3](=[O:27])[C@H:4]([CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[NH:5][C:6](=[O:19])[C@H:7]([CH2:15][C:16](=[O:17])[OH:18])[NH2:8]

Komponenten

6

Edukt 3

HCID 1140TolueneHCID 443297Hydroxyamine hydrochlorideHCID 13334676N-acetoacetyl-L-aspartyl-L-phenylalanine methyl ester

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

The crude N-acetoacetyl-L-aspartyl-L-phenylalanine methyl ester was dissolved in 100 parts by volume of water and 11.7 parts by volume of acetic acid. Toluene 200 parts by volume and 6.95 parts of hydroxylamine hydrochloride were added and the mixture stirred for 2.5 hours. The aqueous layer was separated and cooled to 0°-5° C. 15 parts by volume concentrated hydrochloric acid were added and the resulting mixture was cooled at 0°-5° C. overnight. The precipitate was collected on a filter and air dried for 3 hours to give 26.4 parts of α-L-aspartyl-L-phenylalanine methyl ester hydrochloride dihydrate.

Aufarbeitung

  1. customThe aqueous layer was separated
  2. temperaturecooled to 0°-5° C
  3. addition15 parts by volume concentrated hydrochloric acid were added
  4. temperaturethe resulting mixture was cooled at 0°-5° C. overnight
  5. customThe precipitate was collected on
  6. filtrationa filter
  7. customair dried for 3 hours

Quellen und Nachweise

ORD-Eintrag
ord-d67b146c534441a38c3167923998af0f
Quelldatensatz
uspto-grants-1984_04
Patentnummer
US04440677

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