Hydrogen chloride-ethyl acetate → (2S,3R)-2-amino-3-methoxy-N,N-dimethyl-butanamide

HRID 1620712ノート

反応式

HRID 1620712 の反応式
C(OC([NH:8][C@H:9]([C:14]([N:16]([CH3:18])[CH3:17])=[O:15])[C@@H:10]([CH3:13])[O:11][CH3:12])=O)(C)(C)C.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[CH3:18][N:16]([CH3:17])[C:14](=[O:15])[C@H:9]([C@@H:10]([CH3:13])[O:11][CH3:12])[NH2:8]

参加物

4

反応物 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86678875N2-(tert-butoxycarbonyl)-N,N,O-trimethyl-L-threoninamide

生成物 1

HCID 86678876(2S,3R)-2-amino-3-methoxy-N,N-dimethyl-butanamide収率 96.5%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of N2-(tert-butoxycarbonyl)-N,N,O-trimethyl-L-threoninamide (2.02 g) in ethyl acetate (10 mL) was added 4N hydrogen chloride/ethyl acetate solution (10 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 hr, and the reaction mixture was concentrated under reduced pressure. To the reaction mixture was added methanol (10 mL). To the reaction mixture was added AMBERLYST (registered trademark) A21 (1.00 g) at room temperature. The reaction mixture was stirred at room temperature for 1 hr, the insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (1.20 g).

後処理

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionTo the reaction mixture was added methanol (10 mL)
  3. additionTo the reaction mixture was added AMBERLYST (registered trademark) A21 (1.00 g) at room temperature
  4. stirringThe reaction mixture was stirred at room temperature for 1 hr
  5. customthe insoluble material was removed by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-21aebf40720245edb09ad6e3babbb3fc
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

反応ノート

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