Triethylamine → HCID 10975521、化合物

HRID 727433

反応式

HRID 727433 の反応式
C([NH:9][CH2:10][C@@H:11]([C@H:16]([OH:18])[CH3:17])[C:12]([O:14]C)=[O:13])(=O)C1C=CC=CC=1.C(N(CC)CC)C>Cl>[NH2:9][CH2:10][C@@H:11]([C@H:16]([OH:18])[CH3:17])[C:12]([OH:14])=[O:13]

参加物

4

反応物 2

HCID 8471TriethylamineHCID 10060699(2S,3R)-methyl-2-benzamidomethyl-3-hydroxybutyrate

生成物 1

HCID 10975521HCID 10975521、化合物収率 80%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

20.08 g (0.08 mole) of methyl (2S,3R)-2-(N-benzoyl amino)methyl-3-hydroxybutyrate were dissolved in 60.8 g of 12N-hydrochloric acid solution, refluxed with application of heat for 6 hours and cooled to room temperature, so that a solid was precipitated. After the solid was filtered, the filtrate was washed twice with 100 ml of toluene. Then a water phase was concentrated to a residue in vacuo. To this was added 250 ml of acetonitrile and further, under an ice water cooling, 0.08 g (0.08 mole) of triethylamine. The total solution was stirred overnight at room temperature to yield precipitates. The precipitates were filtered, washed with 200 ml of acetonitrile and dried in vacuo, thereby obtaining 8.51 g (0.06 mole) of (2S,3R)-2-aminomethyl-3-hydroxybutyric acid. Yield was 80%. This compound corresponded to that described in the Japanese published application Hei 2-134 349 according to an 1H-NMR spectrum analysis.

後処理

  1. temperaturerefluxed with application
  2. temperatureof heat for 6 hours
  3. customwas precipitated
  4. filtrationAfter the solid was filtered
  5. washthe filtrate was washed twice with 100 ml of toluene
  6. concentrationThen a water phase was concentrated to a residue in vacuo
  7. additionTo this was added 250 ml of acetonitrile
  8. customto yield
  9. customprecipitates
  10. filtrationThe precipitates were filtered
  11. washwashed with 200 ml of acetonitrile
  12. customdried in vacuo

出典と根拠

ORDレコード
ord-04573850af834060bea86b2fadf1c5b5
出典データセット
uspto-grants-1998_01
特許番号
US05712388

関連ノート

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