Methanol → (2R,4R)-methyl 4-hydroxypyrrolidine-2-carboxylate

HRID 1740472ノート

反応式

HRID 1740472 の反応式
CO.[C:3](Cl)(=O)C.[OH:7][C@H:8]1[CH2:12][NH:11][C@@H:10]([C:13]([OH:15])=[O:14])[CH2:9]1>CCOCC>[C:13]([C@H:10]1[CH2:9][C@@H:8]([OH:7])[CH2:12][NH:11]1)([O:15][CH3:3])=[O:14]

参加物

5

反応物 3

HCID 887MethanolHCID 6367Acetyl chlorideHCID 440014Cis-4-Hydroxy-D-Proline

生成物 1

HCID 7020012(2R,4R)-methyl 4-hydroxypyrrolidine-2-carboxylate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

In a 250 ml round bottom flask equipped with a magnetic stir bar and a reflex condenser were placed dry methanol (40 ml) and cooled in ice bath under argon atmosphere. To this stirred solution was added acetyl chloride (4.32 g, 55 mmol) followed by cis-4-hydroxy-D-proline 34 (5.00 g, 38.17 mmol). The resulting solution was heated at reflex for 7-8 h and cooled to room temperature. The solution was diluted with ether, and the resulting white solid was collected by suction, was with ether and dried under vacuum over solid NaOH. Yield; 6.9 g (100%) . 1HNMR (CDCl3): 2.09 (2 dd, 1H), 2.34 (m, 1H), 3.49-3.73 (m, 3H), 3.79 (s, 3H, CH3), 4.34 (m, 2H)

後処理

  1. customIn a 250 ml round bottom flask equipped with a magnetic stir bar and a reflex condenser
  2. temperaturecooled in ice bath under argon atmosphere
  3. temperatureThe resulting solution was heated at reflex for 7-8 h
  4. customthe resulting white solid was collected by suction
  5. dry with materialdried under vacuum over solid NaOH

出典と根拠

ORDレコード
ord-14077d5573a9437ea45810455337a0bb
出典データセット
uspto-grants-1999_10
特許番号
US05969135

反応ノート

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