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

HRID 409413

反応式

[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

参加物

実験手順

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).

後処理

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

出典と根拠

ORDレコード: ord-4bd74dcff9f34820961402aee4bb2610
出典データセット: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08759388B2

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

関連ノート