反応 #1605799

ord-2a40e6429aeb40aa9905f622e7ded49f

反応方程式

[N-]=[N+]=NC[C@H](O)c1ccc(OCc2ccccc2)c2[nH]c(=O)ccc12
5-((R)-2-Azido-1-hyroxyethyl)-8-benzyloxy-1H-quinolin-2-one
CC(=O)O
acetic acid
CC(=O)O.NC[C@H](O)c1ccc(O)c2[nH]c(=O)ccc12
5-((R)-2-amino-1-hyroxyethyl)-8-hydroxy-1H-quinolin-2-one acetate

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The catalyst was removed by filtration
  2. 2
    濃縮the filtrate was concentrated under reduced pressure
  3. 3
    workup.ADDITIONTo the residue were added methanol (100 mL) and ethyl acetate (100 mL)
  4. 4
    workup.STIRRINGthe mixture was stirred
  5. 5
    ろ過The precipitate was collected by filtration
  6. 6
    その他dried

実験手順

5-((R)-2-Azido-1-hyroxyethyl)-8-benzyloxy-1H-quinolin-2-one (16.8 g, 49.9 mol) was suspended in acetic acid (50 mL), a catalytic amount of palladium hydroxide-carbon was added thereto, and the solution was stirred under a hydrogen atmosphere overnight. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. To the residue were added methanol (100 mL) and ethyl acetate (100 mL), and the mixture was stirred. The precipitate was collected by filtration and dried to obtain 5-((R)-2-amino-1-hyroxyethyl)-8-hydroxy-1H-quinolin-2-one acetate (12.5 g).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09072734B2uspto-grants-2015_07