Isopropanol → HCID 66859524, 화합물

HRID 1254986노트

반응식

HRID 1254986 반응식
[CH:1](O)([CH3:3])[CH3:2].[H-].[Na+].[C:7]([O:11][C:12]([N:14]1[CH2:18][CH2:17][C@H:16]([C@@H:19]2[CH2:21][O:20]2)[CH2:15]1)=[O:13])([CH3:10])([CH3:9])[CH3:8].C1C[O:25]CC1>>[C:7]([O:11][C:12]([N:14]1[CH2:18][CH2:17][C@H:16]([C@@H:19]([OH:25])[CH2:21][O:20][CH:1]([CH3:3])[CH3:2])[CH2:15]1)=[O:13])([CH3:8])([CH3:9])[CH3:10]

참가 물질

5

반응물 4

HCID 3776IsopropanolHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 86650334(S)-(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester

생성물 1

HCID 66859524HCID 66859524, 화합물

반응 조건

온도
0 °C

실험 절차

Isopropyl alcohol (215 μL, 2.8 mmol) was dissolved in THF (428 μL), and the mixture was cooled at 0° C. NaH (33.8 mg, 1.4 mmol) was added in 4 portions, and the mixture stirred for 10 minutes at room temperature. (S)—(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (200 mg, 938 μmol) was added. The resulting solution was placed in a microwave reactor for 10 minutes at 100° C., then cooled to room temperature. The mixture was extracted with Hexanes (10 mL) and washed with water (10 mL). The organic layer was collected, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography (0-100% EtOAc in hexanes) to give the title compound as a clear oil (162 mg).

후처리

  1. waitThe resulting solution was placed in a microwave reactor for 10 minutes at 100° C.
  2. temperaturecooled to room temperature
  3. extractionThe mixture was extracted with Hexanes (10 mL)
  4. washwashed with water (10 mL)
  5. customThe organic layer was collected
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe crude product was purified by column chromatography (0-100% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-63c8bebabdb14fbca8ce758d378be61a
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455665B2

반응 노트

불러오는 중…