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

HRID 49980

反応式

HRID 49980 の反応式
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

参加物

4

反応物 3

HCID 887Methanol2 回HCID 24386Thionyl ChlorideHCID 21301005(2S,4R)-N-Boc-4-(4-Bromobenzyloxy)-2-methyl-proline

生成物 1

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

反応条件

温度
20 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b910daef01354485a9900e65aeddd66b
出典データセット
uspto-grants-2004_03
特許番号
US06710064B2

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