DE-6 synthesis - chemicalbook

86884-90-4 Synthesis

86884-90-4
39 suppliers
$245.00/100mg

98-74-8
155 suppliers
$10.00/5g

683276-63-3
13 suppliers
inquiry

-

Yield:683276-63-3 81.4%

Reaction Conditions:

with dmap;triethylamine in dichloromethane for 2 h;Solvent;

Steps:

1-3 Example 3
To 110 g of methallyl alcohol and 435 g of cumene hydroperoxide, 550 g of methylene chloride was added to make uniform A liquid.21.5 g (6 mol%) of (L) diisopropyl tartaric acid,21.7 g (5 mol%) of titanium tetraisopropoxide was added to 550 g of methylene chloride to make uniform B liquid.Pump solution A and solution B at 8 mL / min, respectivelyAfter mixing with a static type mixer (trade name Deneb) (material name: SUS) manufactured by YMC Co., Ltd. with an inner diameter of 0.2 mm in a thermostat at -10 ° CThe inside of a 10 ° C. constant temperature bath was caused to flow through a polytetrafluoroethylene resin tube having an inner diameter of 5 mm and a length of 40 m for 50 minutes.Furthermore, 176 g of triethyl phosphite is delivered at 1.5 mL / min,After mixing with the reaction solution in a T-shaped tube with an inner diameter of 1 mm in a -10 ° C constant temperature bath,The inside of a 10 ° C. thermostatic bath and an inner diameter of 5 mm and a length of 30 m of a polytetrafluoroethylene resin tube were circulated for 34 minutes.Take the effluent into a flask at -10 to -5 ° C for 1 hour.101.1 g of triethylamine,Add 9.4 g of N, N-dimethyl aminopyridine,A solution of 228.2 g of p-nitrobenzenesulfonic acid chloride and 332.4 g of methylene chloride was added dropwise over 1 hour.After further stirring for 1 hour, filtration through celite was performed.The filtrate is separated with 525 g of 10% citric acid water,The organic layer was washed twice with 523 g of water and treated with 105 g of silica gel.Concentration under reduced pressure gave 160 g of (S)-(2-methoxyoxiran-2-yl) methyl p-nitrobenzene sulfonate as a crude liquid.The quantitative yield and the optical purity of (S)-(2-methoxyoxiran-2-yl) methyl p-nitrobenzenesulfonate were measured by HPLC.The yield was 81.4%, and the optical purity (S) was 92.3% ee.

References:

NISSAN CHEMICAL IND LTD;Yamaguchi, Tomohiro;Ozawa, Masami;Oda, Takashi JP5757126, 2015, B2 Location in patent:Paragraph 0042-0045

FullText

98-74-8
155 suppliers
$10.00/5g