5-Methoxypent-1-yne → Tert-butyl 3-hydroxy-3-(3-(5-methoxypent-1-ynyl)phenyl)propylcarbamate

HRID 658855노트

반응식

HRID 658855 반응식
Br[C:2]1[CH:3]=[C:4]([CH:8]([OH:19])[CH2:9][CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:5]=[CH:6][CH:7]=1.[CH3:20][O:21][CH2:22][CH2:23][CH2:24][C:25]#[CH:26]>>[OH:19][CH:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:26]#[C:25][CH2:24][CH2:23][CH2:22][O:21][CH3:20])[CH:3]=1)[CH2:9][CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15]

참가 물질

3

반응물 2

HCID 142211075-Methoxypent-1-yneHCID 57608439Tert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamate

생성물 1

HCID 66743583Tert-butyl 3-hydroxy-3-(3-(5-methoxypent-1-ynyl)phenyl)propylcarbamate

실험 절차

Sonogashira reaction of 39 with 5-methoxypent-1-yne gave tert-butyl 3-hydroxy-3-(3-(5-methoxypent-1-ynyl)phenyl)propylcarbamate as brown oil. Yield (0.347 g, 66%): 1H NMR (400 MHz, CDCl3) δ 7.39 (s, 1H), 7.27-7.37 (m, 3H), 4.83-4.85 (bs, 1H), 4.69-4.71 (m, 1H), 3.66-3.71 (m, 1H), 3.52 (t, J=6.4 Hz, 2H), 3.48 (m, 1H), 3.36 (s, 3H), 3.29 (bs, 1H), 2.49 (t, J=6.4 Hz, 2H), 1.80-2.02 (m, 4H), 1.45 (s, 9H).

출처 및 근거

ORD 기록
ord-0c58cbae692f4fbd8f70971d2d4053c9
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076516B2

반응 노트

불러오는 중…