Lithium Hydroxide → N-[(1R)-1-(2,4-difluorophenyl)-2-(isopropylamino)-2-oxoethyl]-L-leucine

HRID 45610ノート

反応式

HRID 45610 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@@H:9]([NH:16][C@H:17]([C:22]([O:24]C)=[O:23])[CH2:18][CH:19]([CH3:21])[CH3:20])[C:10]([NH:12][CH:13]([CH3:15])[CH3:14])=[O:11].[OH-].[Li+]>CO.O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@@H:9]([NH:16][C@H:17]([C:22]([OH:24])=[O:23])[CH2:18][CH:19]([CH3:20])[CH3:21])[C:10]([NH:12][CH:13]([CH3:14])[CH3:15])=[O:11]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 45076863methyl N-[(1R)-1-(2,4-difluorophenyl)-2-(isopropylamino)-2-oxoethyl]-L-leucinate

生成物 1

HCID 57439046N-[(1R)-1-(2,4-difluorophenyl)-2-(isopropylamino)-2-oxoethyl]-L-leucine収率 79.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of methyl N-[(1R)-1-(2,4-difluorophenyl)-2-(isopropylamino)-2-oxoethyl]-L-leucinate (1.32 g) in methanol (15 ml) was added a solution of lithium hydroxide (294 mg) in water (15 ml). The reaction was rapidly stirred for 1.5 hours and then evaporated in vacuo. The residue was dissolved in water and neutralised using 2N hydrochloric acid. The resulting solid was collected by filtration and dried in vacuo. The filtrate was applied to 4 Oasis cartridges (6 g), which were eluted with water (×2) and methanol (×2). The required fractions were combined and concentrated in vacuo to afford N-[(1R)-1-(2,4-difluorophenyl)-2-(isopropylamino)-2-oxoethyl]-L-leucine (1.01 g).

後処理

  1. customevaporated in vacuo
  2. dissolutionThe residue was dissolved in water
  3. filtrationThe resulting solid was collected by filtration
  4. customdried in vacuo
  5. washwere eluted with water (×2) and methanol (×2)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c631763040554824a639c00e0367c4e3
出典データセット
uspto-grants-2013_09
特許番号
US08541579B2

反応ノート

読み込み中…