42923-77-3

基本信息
6-甲氧基-1,2,3,4-四氫異喹啉
異喹啉,1,2,3,4-四氫-6-甲氧基-
6-甲氧基-1,2,3,4-四氫異喹啉 10G
6-Methoxy-1
AKOS BC-2988
Longimammatine
CHEMBRDG-BB 4101917
4-tetrahydroisoquinolin
6-Methoxy-1,2,3,4-tetrahydroisoquinolin
1,2,3,4-tetrahydro-6-methoxy-isoquinolin
1,2,3,4-Tetrahydro-6-methoxyisoquinoline
6-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法

22246-12-4

42923-77-3
6.1.18 6-甲氧基-1,2,3,4-四氫異喹啉(35)的合成:在氮氣保護下,向6-(甲氧基)-3,4-二氫-1(2H)-異喹啉酮(34,1.4g,7.9mmol)的無水四氫呋喃(THF,20mL)溶液中緩慢加入氫化鋁鋰(LiAlH4,601mg,15.8mmol)。將反應(yīng)混合物在60℃下攪拌過夜。反應(yīng)完成后,冷卻至室溫,依次加入水(0.6mL)和15%氫氧化鈉(NaOH)溶液(0.6mL)淬滅反應(yīng),繼續(xù)攪拌30分鐘。過濾反應(yīng)混合物,減壓濃縮濾液。所得殘余物通過硅膠柱色譜法(洗脫劑:二氯甲烷/甲醇=20:1)純化,得到目標(biāo)產(chǎn)物35(1.06g,產(chǎn)率77%),為黃色油狀物。1H NMR(400MHz,CDCl3):δ6.94(d,J=8.0Hz,1H),6.71(d,J=8.0Hz,1H),6.63(s,1H),4.00(s,2H),3.78(s,3H),3.16(t,J=5.6Hz,2H),2.83(t,J=5.2Hz,2H)。
參考文獻(xiàn):
[1] Journal of Medicinal Chemistry, 1987, vol. 30, # 12, p. 2208 - 2216
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1993, vol. 32, # 12, p. 1209 - 1213
[3] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 2, p. 207 - 219
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 789 - 801
[5] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6855 - 6868