Methyl (4S,5R)-5-[3, 4-(dimethylmethylenedioxy)phenyl]-2-phenyl-2-oxazoline-4-carboxylate → Droxidopa

HRID 344000

反応式

HRID 344000 の反応式
CC1(C)[O:10][C:9]2[CH:8]=[CH:7][C:6]([C@H:11]3[O:15]C(C4C=CC=CC=4)=[N:13][C@@H:12]3[C:22]([O:24]C)=[O:23])=[CH:5][C:4]=2[O:3]1>Cl>[CH:7]1[C:6]([C@@H:11]([OH:15])[C@H:12]([NH2:13])[C:22]([OH:24])=[O:23])=[CH:5][C:4]([OH:3])=[C:9]([OH:10])[CH:8]=1

参加物

3

反応物 1

HCID 131720609Methyl (4S,5R)-5-[3, 4-(dimethylmethylenedioxy)phenyl]-2-phenyl-2-oxazoline-4-carboxylate

生成物 1

HCID 92974Droxidopa収率 88%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

Methyl (4S,5R)-5-[3, 4-(dimethylmethylenedioxy)phenyl]-2-phenyl-2-oxazoline-4-carboxylate (500 mg, 1.41 mmol) was added to 2N-hydrochloric acid (10 ml) with stirring at room temperature, and the mixture was then refluxed for 16 hours. After cooling to room temperature, about 25° C., the reaction mixture was concentrated under reduced pressure and neutralized with an aqueous 1N-sodium hydroxide solution to obtain a precipitated crystal. The precipitated crystal then was filtered to obtain 265 mg (1.24 mmol, yield: 88%) of L-threo DOPS.

後処理

  1. temperaturethe mixture was then refluxed for 16 hours
  2. temperatureAfter cooling to room temperature, about 25° C.
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. customto obtain a precipitated crystal
  5. filtrationThe precipitated crystal then was filtered

出典と根拠

ORDレコード
ord-a01373e34f9f4fd0ada8cbbf9f6a357d
出典データセット
uspto-grants-1999_01
特許番号
US05864041

関連ノート

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