Lithium borohydride → HCID 69147839, 화합물

HRID 747018노트

반응식

HRID 747018 반응식
C([O:4][CH:5]1[C:9]2([CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:16])[CH2:11][CH2:10]2)[C:8](=[O:25])[O:7][C:6]1([CH3:27])[CH3:26])(=O)C.[BH4-].[Li+]>O1CCCC1>[OH:4][CH:5]([C:9]1([CH2:8][OH:25])[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:11][CH2:10]1)[C:6]([OH:7])([CH3:27])[CH3:26]

참가 물질

4

반응물 2

HCID 4148881Lithium borohydrideHCID 69148927Benzyl 4-(acetyloxy)-3,3-dimethyl-1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate

생성물 1

HCID 69147839HCID 69147839, 화합물수율 27%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Benzyl 4-(acetyloxy)-3,3-dimethyl-1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate (from step (i) above; 1.4 g) was dissolved in tetrahydrofuran and lithium borohydride (81 mg) was added. The mixture was heated under reflux for 2 h, cooled and quenched carefully with water and HCl (30 mL, 5N). The mixture was extracted with ethyl acetate and dried (MgSO4), and concentrated in vacuo. The crude product was purified by chromatography on silica using 2-5% methanol in dichloromethane as eluant to afford the product (340 mg).

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 h
  3. temperaturecooled
  4. customquenched carefully with water and HCl (30 mL, 5N)
  5. extractionThe mixture was extracted with ethyl acetate
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customThe crude product was purified by chromatography on silica using 2-5% methanol in dichloromethane as eluant

출처 및 근거

ORD 기록
ord-29e934fb82b74e38857915dd8f5efa37
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07393858B2

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