Potassium Nitrate → p-Nitro-D-phenylalanine

HRID 280041

反応式

HRID 280041 の反応式
[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]

参加物

3

反応物 2

HCID 24434Potassium NitrateHCID 71567D-Phenylalanine

生成物 1

HCID 679497p-Nitro-D-phenylalanine

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-f9c7fc89644c4d14b7b4ea8b0dc5f28e
出典データセット
uspto-grants-1986_05
特許番号
US04587046

関連ノート

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