Methanol → (2S,4R)-4-(4-Bromobenzyloxy)-2-methyl-proline Methyl Ester

HRID 49980

반응식

HRID 49980 반응식
O=S(Cl)Cl.C([N:12]1[CH2:19][C@H:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([Br:28])=[CH:24][CH:23]=2)[CH2:17][C@@:13]1([CH3:29])[C:14]([OH:16])=[O:15])(OC(C)(C)C)=O.[CH3:30]O>>[CH3:30][O:16][C:14](=[O:15])[C@:13]1([CH3:29])[CH2:17][C@@H:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([Br:28])=[CH:24][CH:23]=2)[CH2:19][NH:12]1

참가 물질

4

반응물 3

HCID 887Methanol2회HCID 24386Thionyl ChlorideHCID 21301005(2S,4R)-N-Boc-4-(4-Bromobenzyloxy)-2-methyl-proline

생성물 1

HCID 59917097(2S,4R)-4-(4-Bromobenzyloxy)-2-methyl-proline Methyl Ester

반응 조건

온도
20 °C

실험 절차

SOCl2 (0.27 mL) was carefully added dropwise to 2.7 mL of MeOH at −5° C. To this mixture was added (2S,4R)-N-Boc-4-(4-Bromobenzyloxy)-2-methyl-proline (0.25 g) in 2.7 mL of MeOH. The reaction mixture was allowed to warm to 20° C. and stirred overnight. The solvent was evaporated under reduced pressure and the residue dissolved in DCM. The organic layer was washed with water, dried over MgSO4, and evaporated in vacuo to afford the titled compound (85 mg).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue dissolved in DCM
  3. washThe organic layer was washed with water
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-b910daef01354485a9900e65aeddd66b
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710064B2

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