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

HRID 1740472노트

반응식

HRID 1740472 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-14077d5573a9437ea45810455337a0bb
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05969135

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