tert-butyl (2S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]aziridine-1-carboxylate → Tert-Butyl (1S)-2-(3,5-difluorophenyl)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethylcarbamate

HRID 132805ノート

反応式

HRID 132805 の反応式
[CH3:1][C:2]1([CH3:17])[O:6][C@@H:5]([C@@H:7]2[CH2:9][N:8]2[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:4][O:3]1.[F:18][C:19]1[CH:20]=[C:21]([Mg]Br)[CH:22]=[C:23]([F:25])[CH:24]=1>C1COCC1.CSC.[Cu](Br)Br>[F:18][C:19]1[CH:20]=[C:21]([CH2:9][C@H:7]([NH:8][C:10](=[O:11])[O:12][C:13]([CH3:14])([CH3:15])[CH3:16])[C@H:5]2[CH2:4][O:3][C:2]([CH3:1])([CH3:17])[O:6]2)[CH:22]=[C:23]([F:25])[CH:24]=1

参加物

5

反応物 2

HCID 58802797tert-butyl (2S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]aziridine-1-carboxylateHCID 178505930HCID 178505930、化合物

生成物 1

HCID 71091996Tert-Butyl (1S)-2-(3,5-difluorophenyl)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethylcarbamate

試薬・触媒・溶媒 2

HCID 11403411Copper bromide-dimethyl sulfide触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

BOC-Aziridine (21), copper bromide-dimethyl sulfide (0.15 eq.), and THF were cooled to −20° and (3,5-difluorophenyl)magnesium bromide (1.25 eq.) in THF was added. The reaction was allowed to warm to 200 and stir overnight. The reaction was extracted and the solvent removed to afford the crude product (26) as a syrup.

後処理

  1. temperatureto warm to 200
  2. extractionThe reaction was extracted
  3. customthe solvent removed

出典と根拠

ORDレコード
ord-9f7a50fe966a4effb10fd8fb00c3f23c
出典データセット
uspto-grants-2008_06
特許番号
US07388118B2

反応ノート

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