Methanol → (R)-Methyl 2-aminopentanoate

HRID 1925481ノート

反応式

HRID 1925481 の反応式
S(Cl)(Cl)=O.[NH2:5][C@@H:6]([C:10]([OH:12])=[O:11])[CH2:7][CH2:8][CH3:9].[CH3:13]O>>[CH3:13][O:11][C:10](=[O:12])[C@@H:6]([CH2:7][CH2:8][CH3:9])[NH2:5]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 439575D-Norvaline

生成物 1

HCID 14118487(R)-Methyl 2-aminopentanoate収率 95%

反応条件

温度
-5 °C

実験手順

Thionyl chloride (47.7 mL) was added dropwise to methanol (300 mL) under stirring at −5° C. over 2 hours and 15 minutes. D-Norvaline (35.00 g) was added to the resulting light yellow solution under stirring at −4° C. The solution was stirred at room temperature for 18 hours and then methanol was removed under reduced pressure. Diisopropyl ether (90 mL) was added to the precipitated crystals, which were filtered and washed twice with diisopropyl ether (30 mL) to give (R)-norvaline methyl ester (47.74 g, 95% yield) as a white powder.

後処理

  1. stirringunder stirring at −4° C
  2. stirringThe solution was stirred at room temperature for 18 hours
  3. custommethanol was removed under reduced pressure
  4. additionDiisopropyl ether (90 mL) was added to the precipitated crystals, which
  5. filtrationwere filtered
  6. washwashed twice with diisopropyl ether (30 mL)

出典と根拠

ORDレコード
ord-84eeb56d248a41b5bffcf4a4ce98aad3
出典データセット
uspto-grants-2012_05
特許番号
US08178686B2

反応ノート

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