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

HRID 48537노트

반응식

HRID 48537 반응식
[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

참가 물질

4

반응물 2

HCID 7412Benzoyl chlorideHCID 5486971Pregabalin

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-9eada8501a9241f8bf39909cddae410d
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06703522B2

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