6-Chlorotryptophan → 6-Chloro-N-formyl-L-tryptophan

HRID 1658544

Reaktionsgleichung

Reaktionsgleichung von HRID 1658544
[CH:1]1[C:6]([Cl:7])=[CH:5][C:4]2[NH:8][CH:9]=[C:10]([CH2:11][CH:12]([NH2:16])[C:13]([OH:15])=[O:14])[C:3]=2[CH:2]=1.[CH:17](OC(=O)C)=[O:18]>>[CH:17]([NH:16][C@H:12]([C:13]([OH:15])=[O:14])[CH2:11][C:10]1[C:3]2[C:4](=[CH:5][C:6]([Cl:7])=[CH:1][CH:2]=2)[NH:8][CH:9]=1)=[O:18]

Komponenten

3

Edukt 2

HCID 652596-ChlorotryptophanHCID 75269Acetic-formic anhydride

Produkt 1

HCID 227910706-Chloro-N-formyl-L-tryptophan

Versuchsvorschrift

15 g(628 mM) of dl-6-chlorotryptophan was treated with 15 ml of acetic-formic anhydride. An exothermic reaction ensued, accompanied by solidification of the reaction slurry. Excess solvents were distilled off under vacuum and the resultant solids, after first leaching with dilute acid, were recrystallized from ethyl acetate to yield 12.45 g, 74%, of product, m.p. 181°-3° dec.

Aufarbeitung

  1. customAn exothermic reaction
  2. distillationExcess solvents were distilled off under vacuum
  3. additionthe resultant solids, after first leaching with dilute acid
  4. customwere recrystallized from ethyl acetate
  5. customto yield 12.45 g, 74%

Quellen und Nachweise

ORD-Eintrag
ord-e51c20d4859a439eb115ed48f9e56aa1
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03965129

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