Pyridine → n-Fmoc-o-t-butyl-l-tyrosyl fluoride

HRID 7231

反応式

HRID 7231 の反応式
[C:1]([NH:18][C@H:19]([C:32]([OH:34])=O)[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:23][CH:22]=1)([O:3][CH2:4][CH:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:2].N1C=CC=CC=1.N1C(F)=NC(F)=NC=1[F:43]>ClCCl>[C:1]([NH:18][C@H:19]([C:32]([F:43])=[O:34])[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:23][CH:22]=1)([O:3][CH2:4][CH:5]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:2]

参加物

5

反応物 3

HCID 1049PyridineHCID 12664Cyanuric fluorideHCID 10895791Fmoc-L-Tyr(tBu)-OH

生成物 1

HCID 14777695n-Fmoc-o-t-butyl-l-tyrosyl fluoride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

N-FMOC-O-t-Butyl-L-tyrosine (5 g, 10.88 mmol) (Bachem) was dissolved in dichloromethane (50 mL). Pyridine (0.88 mL, 10.88 mmol) (Aldrich) and cyanuric fluoride (1.47 g, 10.88 mmol) (Aldrich) were successively added at room temperature and the mixture was stirred for 5 hours. Ice cold water (100 mL) was added and the resulting slurry was filtered. The filtrate was poured into a separatory funnel and the layers were separated. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford N-FMOC-O-t-butyl-L-tyrosyl fluoride as a white powder. (Yield 4.43 g, 88%).

後処理

  1. filtrationthe resulting slurry was filtered
  2. additionThe filtrate was poured into a separatory funnel
  3. customthe layers were separated
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b0b0ead597824592b4231310bdcdb388
出典データセット
uspto-grants-2006_08
特許番号
US07084270B2

関連ノート

読み込み中…