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

HRID 1288448

반응식

HRID 1288448 반응식
[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]

참가 물질

3

반응물 2

HCID 652596-ChlorotryptophanHCID 75269Acetic-formic anhydride

생성물 1

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

실험 절차

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.

후처리

  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%

출처 및 근거

ORD 기록
ord-ee27346fa3ca4db9a4bb3595ed96824f
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03988349

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