4-Methylpentyn-3-ol → Tert-butyl 3-hydroxy-3-(3-(3-hydroxy-4-methylpent-1-ynyl)phenyl)propylcarbamate

HRID 1021118

반응식

HRID 1021118 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][CH:21]([CH3:26])[CH:22]([OH:25])[C:23]#[CH:24]>>[OH:19][CH:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:24]#[C:23][CH:22]([OH:25])[CH:21]([CH3:26])[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 982794-Methylpentyn-3-olHCID 57608439Tert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamate

생성물 1

HCID 66629349Tert-butyl 3-hydroxy-3-(3-(3-hydroxy-4-methylpent-1-ynyl)phenyl)propylcarbamate

실험 절차

Sonogashira reaction of 39 with 4-methyl-pent-1-yn-3-ol yielded tert-butyl 3-hydroxy-3-(3-(3-hydroxy-4-methylpent-1-ynyl)phenyl)propylcarbamate as dark brown oil. Yield (1.73 g, 81%): 1H NMR (400 MHz, CDCl3) δ 7.44 (s, 1H), 7.28-7.34 (m, 3H), 4.86 (bs, 1H), 4.72 (bs, 1H), 4.39 (t, J=6.0 Hz, 1H), 3.46-3.51 (m, 2H), 3.11-3.19 (m, 1H), 1.78-2.04 (m, 4H), 1.45 (s, 9H), 1.02 (d, J=7.2 Hz, 3H), 1.06 (d, J=7.2 Hz, 3H).

출처 및 근거

ORD 기록
ord-47085c668d0b4777b44577fbe5151a4a
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716529B2

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