4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

White powder or chunks

General procedure: To a stirred solution of CDMT (1.5 mmol) in dry CHThe methanol 72.9g, distilled water 8.96g and sodium bicarbonate 46.6g (0.56mol) formed in the solution is placed in a ice-water cooling to 10 °C left and right, by adding trichloro prepares 34.1g (0.18mol), then 35 °C stirring reaction in water bath 12h. The reaction liquid under mechanical stirring into 480 ml distilled water, stirring 30 min. Filtering, washing 3 times, drying the white solid obtained 2-chloro -4, 6-dimethoxy -1, 3, 5-triazole (CDMT) 22.5g, yield 69.6percent, melting point 73-76°C. (Melting point of fire 72-74.6 °C)N-methyl morpholine to 13.2 ml (0.119mol) of added under stirring vigorously CDMT20.6g (0.12mol) dissolved in THF (300 ml) in solution, stirring the mixture at room temperature for reaction 30 min. Filtering, washing THF 5 times, drying to obtain the white solid 4 - (4, 6-dimethoxy-triazine) - 4-methyl-morpholine hydrochloride (DMT-MM)32.1g, yield 97.5percent.Example 107 Example 108 Comparative Comparative Example 4 Example 106 Example 5 Example 6 General procedure: To a solution of benzoic acid 1a (2.2 g, 18.0 mmol) and N-methylmorpholine (396 muL, 3.60 mmol) in 1, 4-dioxane/H2O(100 mL:50 mL) was added DMT-MM (5.23 g, 18.9 mmol) at room temperature. After stirring for 15 min, a solution ofalanine 2a (1.76 g, 19.8 mmol) and aq 1 M NaOH (19.8 mL, 19.8 mmol) was added. After the reaction was completed(monitored by TLC), N-methylmorpholine (3.96 mL, 36.0 mmol) and DMT-MM (14.9 g, 54 mmol) were added in order.After stirring for 3 h, the reaction mixture was diluted in EtOAc (100 mL) and washed with aq 1 M HCl (40 mL), sat. aqNaHCO3 (40 mL), and brine (30 mL). The organic layer was dried over Na2SO4, filtered, and evaporated under reducedpressure. The residue was purified by column chromatography (EtOAc:hexane = 7:3) to give oxazole 3aa in 78% yield.5-((4, 6-Dimethoxy-1, 3, 5-triazin-2-yl)oxy)-4-methyl-2-phenyloxazole (3aa) Yield: 78%. White solid.To a solution of benzoic acid 1a (2.2 g, 18.0 mmol) and N-methylmorpholine (396 muL, 3.60 mmol) in 1, 4-dioxane/H2O(100 mL:50 mL) was added DMT-MM (5.23 g, 18.9 mmol) at room temperature. After stirring for 15 min, a solution ofalanine 2a (1.76 g, 19.8 mmol) and aq 1 M NaOH (19.8 mL, 19.8 mmol) was added. After the reaction was completed(monitored by TLC), N-methylmorpholine (3.96 mL, 36.0 mmol) and DMT-MM (14.9 g, 54 mmol) were added in order.After stirring for 3 h, the reaction mixture was diluted in EtOAc (100 mL) and washed with aq 1 M HCl (40 mL), sat. aqNaHCO3 (40 mL), and brine (30 mL). The organic layer was dried over Na2SO4, filtered, and evaporated under reducedpressure. The residue was purified by column chromatography (EtOAc:hexane = 7:3) to give oxazole 3aa in 78% yield.5-((4, 6-Dimethoxy-1, 3, 5-triazin-2-yl)oxy)-4-methyl-2-phenyloxazole (3aa) Yield: 78%. White solid.

DMTMM, a conjugating agent that efficiently conjugat PnPS to Luminex microspheres without affecting the antigenicity of a broad set of PnPS.

Molecular Weight:276.72
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:276.0989181
Monoisotopic Mass:276.0989181
Topological Polar Surface Area:66.4
Heavy Atom Count:18
Complexity:236
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes