Adding a certain compound to certain chemical reactions, such as: Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 39093-93-1,the Thiomorpholine, compound., 39093-93-1
To a solution of tert-butyl 4-((lR,3aR,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)- 5a,5b,8,8,l la-pentamethyl-3a-(2-oxoethyl)-l-(prop-l-en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (50 mg, 0.082 mmol) in DCE (2 mL) was added acetic acid (0.014 mL, 0.245 mmol) and thiomorpholine 1,1-dioxide (25.4 mg, 0.188 mmol). The mixture became cloudy at first but turned into clear solution 10 min later. The mixture was stirred at RT for 2 hours. Sodium triacetoxyborohydride (86 mg, 0.408 mmol) was added, and the stirring was continued for 72 hours. The resulting mixture was diluted with saturated NaHCC (7 mL) and extracted with dichloromethane (3 x 7 mL). The combined organic layers were dried over anhydrous a2S04. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The crude product was purified on silica gel column, eluted with mixtures of hexane/acetone first, followed by MeOH/CLkCh to afford the title compound as a white solid (50 mg, 83percent). MS: m/e 732.73 (M+H)+, 3.01 min (method 6). NMR (400MHz, CHLOROFORM-d) delta 7.93 – 7.83 (m, 2H), 7.23 – 7.09 (m, 2H), 5.30 – 5.25 (m, 1H), 4.71 (d, J=2.0 Hz, 1H), 4.62 – 4.58 (m, 1H), 3.36 – 3.29 (m, 4H), 3.13 – 3.06 (m, 4H), 3.06 – 3.00 (m, 2H), 2.54 – 2.37 (m, 2H), 2.11 (dd, J=17.2, 6.4 Hz, 1H), 2.00 – 1.78 (m, 3H), 1.74 (m, 4H), 1.70 (s, 3H), 1.67 – 1.62 (m, 2H), 1.60 (s, 9H), 1.56 – 1.17 (m, 11H), 1.11 – 1.08 (m, 3H), 1.07 – 1.03 (m, 2H), 1.01 (s, 3H), 0.99 (s, 3H), 0.93 (s, 6H).
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Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SIT, Sing-Yuen; CHEN, Jie; CHEN, Yan; SWIDORSKI, Jacob; REGUEIRO-REN, Alicia; MEANWELL, Nicholas A.; (109 pag.)WO2016/77572; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem