As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18881-17-9,(S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol,as a common compound, the synthetic route is as follows.,18881-17-9
Step 7: (R)-methyl 2-(tert-butoxycarbonylamino)-2-(2-((S)-3-(hydroxymethyl)-3,4- dihydroisoquinolin-2(lH)-yl)ethyl)-6-(4, 4, 5, 5-tetramethyl-l, 3 ,2-dioxaborolan-2-yl)hexanoate[0183] A solution of (R)-methyl 2-(tert-butoxycarbonylamino)-2-(2-oxoethyl)-6-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)hexanoate (0.148 g, 0.358 mmol, 1.0 equiv.) and (S)- (l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (0.088 g, 0.54 mmol, 1.5 equiv.) in 1,2- dichloroethane (0.34 mL, 0.5 M) was treated with sodium tnacetoxyborohydride (0.19 g, 0.90 mmol, 2.5 equiv) in one portion. After stirring for 1.5 h, the reaction mixture was quenched with saturated aqueous NaHC03 (1 mL) and stirred for an additional 5 min. The resulting mixture was added to a separatory funnel, diluted with saturated aqueous NaCl (5 mL) and extracted with dichloromethane (2 x 10 mL). The organic layer was dried over MgSC>4, filtered and concentration under reduced pressure. Purification by flash columnchromatography eluting with 5% methanol in chloroform gave (R)-methyl 2-(tert- butoxycarbonylamino)-2-(2-((S)-3-(hydroxymethyl)-3,4-dihydroisoquinolin-2(lH)-yl)ethyl)- 6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)hexanoate as a pale yellow oil (0.187 g, 93%). Rf 0.52 (10% methanol in dichloromethane); 1H NMR (CDCI3, 300 MHz) delta 7.15 – 7.08 (m, 2 H), 7.07 – 6.98 (m, 2 H), 5.90 (s, 1 H), 3.78 (d, J = 16.2 Hz, 1 H), 3.70 (s, 3 H), 3.60 – 3.47 (m, 2 H), 3.04 – 2.93 (m, 1 H), 2.92 – 2.82 (m, 1 H), 2.71 – 2.60 (m, 1 H), 2.56 – 2.38 (m, 2 H), 2.37 – 2.23 (m, 1 H), 2.21 – 2.10 (m, 1 H), 1.77 -1.63 (m, 1 H), 1.42 (s, 9 H), 1.43 -1.26 (m, 3 H), 1.23 (s, 12 H), 1.22 – 1.16 (m, 1 H), 0.99 – 0.82 (m, 2 H), 0.74 (t, J = 7.5 Hz, 2 H); ESI-LCMS m/z calcd for C30H49BN2O7: expected 560.4; found 561.4 (M + H)+.
As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.
Reference£º
Patent; MARS, INCORPORATED; VAN ZANDT, Michael; GOLEBIOWSKI, Adam; JI, Min, Koo; WHITEHOUSE, Darren; RYDER, Todd; BECKETT, Paul; WO2011/133653; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem