18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
18881-17-9, The experimental procedure used for this reaction was adapted from the literature.15 To a solution of (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline 4 (1.42 g, 8.70 mmol) in dioxane (20 mL) and water (10 mL) at 0 C, was added dropwise a solution of potassium hydrogen carbonate (4.30 g, 41.0 mmol) in water (10 mL) over 15 min followed by addition of CbzCl (1.63 g,9.50 mmol). The mixture was stirred for 1.5 h at 0 C and then atambient temperature for a further 1.5 hours. Completion of the reaction was monitored by TLC in hexane:ethyl acetate (60:40,Rf = 0.32). The solvent was removed under reduced pressure to afford the crude compound (S)-benzyl 3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate 5, which was purified by column chromatography using 0-40% ethyl acetate in hexane as the eluent to yield pure compound 5 as an oil. Yield1.85 g (74%). [alpha]D20 (c = 0.35, in CH2Cl2). IR numax/cm-1 = 3418, 3030,2945, 1676, 1415, 1345, 1219, 1119, 1027 and 741. NMR spectrumare reported for a mixture of two rotamers.20.21 1H NMR(400 MHz, CDCl3) delta = 2.83 (brd, 1H, J = 15.15 Hz), 3.04 (dd, 1H,J=6.08, 15.95 Hz) , 3.36-3.63 (m, 2H), 4.29-4.47 (m, 1H), 4.48-4.64(m, 1H), 4.70-4.95 (m, 1H), 5.19 (s, 2H) and 7.01-7.43 (m, 9H). TheOH proton was not observed. 13C NMR (100 MHz, CDCl3) delta =156.9, 136.4, 132.8, 132.5, 129.8, 128.8, 128.5, 128.0, 127.9, 127.8,127.0, 126.4, 126.0, 125.9, 67.4, 63.3, 52.3, 43.7 and 29.8.HRESI MS:m/z = 320.2159 [M+ Na]+ (calcd. for C18H19NNaO3 = 320.1257).
As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.
Reference£º
Article; Kawthekar, Rahul B.; Peters, Byron K.; Govender, Thavendran; Kruger, Hendrik G.; Maguire, Glenn E.M.; South African Journal of Chemistry; vol. 63; (2010); p. 195 – 198;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem