As the rapid development of chemical substances, we look forward to future research findings about 33100-27-5
1,4,7,10,13-Pentaoxacyclopentadecane, cas is 33100-27-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,33100-27-5
A suspension of H3MST (323mg, 0.467mmol) and NaH (34.7mg, 1.45mmol) in 5mL of DMA was allowed to stir for 45min. After H2 evolution ceased, In(OAc)3 (137mg, 0.469mmol) was added and the solution stirred vigorously. After 2h, 5mL of Et2O was added and the solution stirred for an additional 30min, followed by filtration (see Note). The filtrate was concentrated to dryness under reduced pressure, then the residue was triturated with Et2O and dried to afford a white precipitate. The solid was collected in a medium-porosity glass fritted funnel, washed with Et2O and pentane, and dried in vacuo to yield 356mg (?90percent) of a white powder, which was used without further purification. 1H NMR (500MHz, DMSO-d6, ppm): 2.22 (s, 9H), 2.52 (br t, 6H), 2.58 (s, 18H), 2.80 (br t, 6H), 6.87 (s, 6H). A suspension of this white powder that was assumed to be [InMST] (117mg, 0.145mmol), NaOH (6.3mg, 0.16mmol) and 15-crown-5 (46muL, 0.23mmol) in 4mL THF was allowed to stir for 8h, after which the mixture was filtered with a medium-porosity glass fritted funnel into a vial. Diethyl ether was slowly allowed to diffuse into the vial and within 1day a white powdery residue formed, which was removed via filtration and the filtrate was again exposed to Et2O vapor. Over the next 5days colorless crystals formed, which were collected, washed with Et2O, and dried in vacuo to yield 65mg (40percent) of the product. 1H NMR (500MHz, CDCl3, ppm): 1.79 (s, OH), 2.26 (s, 9H), 2.58 (t, 6H), 2.72 (s, 18H), 2.92 (t, 6H), 3.62 (m, 20H), 6.87 (s, 6H). 13C{1H} NMR (500MHz, CDCl3, ppm): 21.0, 23.6, 40.2, 52.9, 69.4, 131.4, 136.5, 139.4, 140.0. FTIR (Nujol, selected bands, cm?1) nu(OH) 3561; 1602, 1563, 1113, 975, 817, 653. Anal. Calc. for [15-crown-5?NaI-(mu-OH)-InIIIMST], C47H76InN4NaO13S3: C, 49.24; H, 6.64; N, 5.10. Found: C, 49.56; H, 6.72; N, 4.92percent.
As the rapid development of chemical substances, we look forward to future research findings about 33100-27-5
Reference£º
Article; Sickerman, Nathaniel S.; Henry, Rene?e M.; Ziller, Joseph W.; Borovik; Polyhedron; vol. 58; (2013); p. 65 – 70;,
Chiral Catalysts
Chiral catalysts – SlideShare