Potassium Nitrate → p-Nitro-D-phenylalanine

HRID 280041

반응식

HRID 280041 반응식
[NH2:1][C@@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:13]([O-])([O-:15])=[O:14].[K+]>>[N+:13]([C:7]1[CH:8]=[CH:9][C:4]([CH2:3][C@H:2]([C:10]([OH:12])=[O:11])[NH2:1])=[CH:5][CH:6]=1)([O-:15])=[O:14]

참가 물질

3

반응물 2

HCID 24434Potassium NitrateHCID 71567D-Phenylalanine

생성물 1

HCID 679497p-Nitro-D-phenylalanine

실험 절차

D-Phenylalanine (12.0 g, 73 mmol) and potassium nitrate (11 g, 109 mmol) were loaded into a teflon HF apparatus commonly used for the deprotection of peptides. The mixture was treated with liquid HF at approximately 0° C. for one hour. After removal of the HF by vacuum, the residue was dissolved in water and treated with concentrated ammonia until pH 6. The precipitate was recrystallized from hot water. Yield 9.31 g (61%) of a nearly white solid, mp 236.5°-237° C., [α]D25 =-8.63° (c=1.7, 1N HCl).

후처리

  1. additionThe mixture was treated with liquid HF at approximately 0° C. for one hour
  2. customAfter removal of the HF by vacuum
  3. dissolutionthe residue was dissolved in water
  4. additiontreated with concentrated ammonia until pH 6
  5. customThe precipitate was recrystallized from hot water
  6. customYield 9.31 g (61%) of a nearly white solid, mp 236.5°-237° C., [α]D25 =-8.63° (c=1.7, 1N HCl)

출처 및 근거

ORD 기록
ord-f9c7fc89644c4d14b7b4ea8b0dc5f28e
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04587046

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