Aluminium lithium hydride → (S)-(1-Formyl-3-methyl-butyl)-methyl-carbamic acid tert-butyl ester

HRID 990398노트

반응식

HRID 990398 반응식
[C:1]([O:5][C:6](=[O:20])[N:7]([C@H:9]([C:14](=[O:19])N(OC)C)[CH2:10][CH:11]([CH3:13])[CH3:12])[CH3:8])([CH3:4])([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC>[C:1]([O:5][C:6](=[O:20])[N:7]([C@H:9]([CH:14]=[O:19])[CH2:10][CH:11]([CH3:12])[CH3:13])[CH3:8])([CH3:2])([CH3:4])[CH3:3]

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 53718737(S)-[1-(Methoxy-methyl-carbamoyl)-3-methyl-butyl]-methyl-carbamic acid tert-butyl ester

생성물 1

HCID 54220075(S)-(1-Formyl-3-methyl-butyl)-methyl-carbamic acid tert-butyl ester

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

(S)-[1-(Methoxy-methyl-carbamoyl)-3-methyl-butyl]-methyl-carbamic acid tert-butyl ester (288 mg, 1.0 mmol) was dissolved in Et2O (10 mL), cooled to 0° C., treated with LAH (38 mg, 1.0 mmol), and stirred cold for 30 minutes. The reaction was quenched by dropwise addition of a solution of 150 mg Na2S2O3 in 5 mL H2O. The reaction was diluted with H2O (100 mL), washed with Et2O (3×100 mL), then the organic layers were combined, washed with saturated bicarbonate solution and brine, dried over Na2SO4, and concentrated to give the desired product which was carried on immediately without further purification.

후처리

  1. customThe reaction was quenched by dropwise addition of a solution of 150 mg Na2S2O3 in 5 mL H2O
  2. additionThe reaction was diluted with H2O (100 mL)
  3. washwashed with Et2O (3×100 mL)
  4. washwashed with saturated bicarbonate solution and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5309e48acc1d49b89c642ed76a99e323
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06458781B1

반응 노트

불러오는 중…