(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate → HCID 11265628、化合物

HRID 1243810ノート

反応式

HRID 1243810 の反応式
CON(C)[C:4](=[O:15])[C@@H:5]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH3:6].[F:17][C:18]1[CH:23]=[CH:22][C:21]([Mg]Br)=[CH:20][CH:19]=1.O1CCCC1>O1CCCC1>[F:17][C:18]1[CH:23]=[CH:22][C:21]([C:4](=[O:15])[C@@H:5]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[CH3:6])=[CH:20][CH:19]=1

参加物

4

反応物 2

HCID 11806530(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamateHCID 178420690HCID 178420690、化合物

生成物 1

HCID 11265628HCID 11265628、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of t-butyl N-{(1S)-2-[methoxy(methyl)amino]-1-methyl-2-oxoethyl}carbamate (50 g) in tetrahydrofuran (700 mL) was gradually added dropwise at 0° C. to a 2.5M 4-fluorophenylmagnesium bromide/tetrahydrofuran solution (300 mL) which had been prepared previously. The mixture was stirred at room temperature for 14 hours, cooled to 0° C., and extracted twice with ether after addition of saturated aqueous sodium bicarbonate. The organic layer was washed successively with saturated aqueous sodium bicarbonate and saturated brine, and dried over anhydrous sodium sulfate. After removal of the sodium sulfate by filtration, the organic solvent was evaporated off in vacuo. The resulting residue was purified by column chromatography on silica gel (C-300; hexane:ethyl acetate=4:1) to give the title compound.

後処理

  1. customhad been prepared previously
  2. temperaturecooled to 0° C.
  3. extractionextracted twice with ether
  4. additionafter addition of saturated aqueous sodium bicarbonate
  5. washThe organic layer was washed successively with saturated aqueous sodium bicarbonate and saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customAfter removal of the sodium sulfate
  8. filtrationby filtration
  9. customthe organic solvent was evaporated off in vacuo
  10. customThe resulting residue was purified by column chromatography on silica gel (C-300; hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-9dc6862a05f64a3ea2958bc2d16a13b9
出典データセット
uspto-grants-2006_10
特許番号
US07119107B2

反応ノート

読み込み中…