Borane;tetrahydrofuran → Tert-butyl 3-hydroxy-1-(thiophen-3-yl)propylcarbamate

HRID 509234

반응식

HRID 509234 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([C:14]1[CH:18]=[CH:17][S:16][CH:15]=1)[CH2:10][C:11](O)=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].B.C1COCC1>C1COCC1>[OH:12][CH2:11][CH2:10][CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[C:14]1[CH:18]=[CH:17][S:16][CH:15]=1

참가 물질

4

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 27645363-((tert-Butoxycarbonyl)amino)-3-(thiophen-3-yl)propanoic acid

생성물 1

HCID 59161739Tert-butyl 3-hydroxy-1-(thiophen-3-yl)propylcarbamate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To (±)-2-(tert-butoxycarbonylamino)-2-(thiophen-3-yl)propanoic acid (E4) in THF at 0° C. is added BH3-THF dropwise. The solution is allowed to warm to room temperature and stirred for an additional 2 hours. The solution is cooled to 0° C., quenched with AcOH (10%)/MeOH, and evaporated. Column chromatography (SiO2, EtOAc) gives pure tert-butyl 3-hydroxy-1-(thiophen-3-yl)propylcarbamate (E73A).

후처리

  1. temperatureThe solution is cooled to 0° C.
  2. customquenched with AcOH (10%)/MeOH
  3. customevaporated

출처 및 근거

ORD 기록
ord-62348b8cf8754a6296769931fc6f90c3
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096569B2

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