Benzoyl chloride → (S)-3-(Benzoylaminomethyl)-5-methylhexanoic acid

HRID 48537ノート

反応式

HRID 48537 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][CH:11]([CH2:13][C@H:14]([CH2:19][NH2:20])[CH2:15][C:16]([OH:18])=[O:17])[CH3:12]>C1COCC1>[C:1]([NH:20][CH2:19][C@@H:14]([CH2:13][CH:11]([CH3:12])[CH3:10])[CH2:15][C:16]([OH:18])=[O:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 7412Benzoyl chlorideHCID 5486971Pregabalin

生成物 1

HCID 9813903(S)-3-(Benzoylaminomethyl)-5-methylhexanoic acid収率 47%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Benzoyl chloride (0.88 ml, 7.6 mmol) was added to a stirred suspension of pregabalin (1.0 g, 6.3 mmol) in THF (80 ml) at room temperature under argon and the reaction mixture was stirred for 18 hours. The reaction mixture was then filtered and concentrated in vacuo. The residue was chromatographed (SiO2, heptane-ethyl acetate, 1:1 to 3:7) to give 4 (0.78 g, 47%).

後処理

  1. filtrationThe reaction mixture was then filtered
  2. concentrationconcentrated in vacuo
  3. customThe residue was chromatographed (SiO2, heptane-ethyl acetate, 1:1 to 3:7)

出典と根拠

ORDレコード
ord-9eada8501a9241f8bf39909cddae410d
出典データセット
uspto-grants-2004_03
特許番号
US06703522B2

反応ノート

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