Hydrochloric Acid → Droxidopa

HRID 1599185

反応式

HRID 1599185 の反応式
C([O:8][C:9]1[CH:10]=[C:11]([C@H:23]2[O:27]C(C3C=CC=CC=3)=[N:25][C@@H:24]2[C:34]([O:36]C)=[O:35])[CH:12]=[CH:13][C:14]=1[O:15]CC1C=CC=CC=1)C1C=CC=CC=1.Cl>>[CH:12]1[C:11]([C@@H:23]([OH:27])[C@H:24]([NH2:25])[C:34]([OH:36])=[O:35])=[CH:10][C:9]([OH:8])=[C:14]([OH:15])[CH:13]=1

参加物

3

反応物 2

HCID 313Hydrochloric AcidHCID 56982455methyl (4S,5R)-5-(3,4-dibenzyloxyphenyl)-2-phenyl-2-oxazoline-4-carboxylate

生成物 1

HCID 92974Droxidopa収率 72%

実験手順

Methyl (4S, 5R)-5-(3,4-dibenzyloxyphenyl)-2-phenyl-2-oxazoline-4-carboxylate (157 mg, 0.50 mmol), was added to 1N-hydrochloric acid (5 ml) with stirring, and the mixture was refluxed for 17 hours. After cooling to room temperature, the reaction mixture was washed with ether and neutralized with 1N sodium hydroxide to obtain precipitated crystals. The precipitated crystal then was filtered to obtain 76 mg (0.36 mmol, yield: 71%) of L-threo DOPS.

後処理

  1. temperaturethe mixture was refluxed for 17 hours
  2. washthe reaction mixture was washed with ether and neutralized with 1N sodium hydroxide
  3. customto obtain
  4. customprecipitated crystals
  5. filtrationThe precipitated crystal then was filtered

出典と根拠

ORDレコード
ord-d3677e9a87274ed987a6b7fbb021bc3d
出典データセット
uspto-grants-1998_04
特許番号
US05739387

関連ノート

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