Related Products of 15441-07-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15441-07-3, name is Methyl 3-(chlorosulfonyl)propanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
In a 100 mL round bottom flask, to a solution of methyl 3-(chlorosulfonyl)propanoate (187 mg, 1 mmol) and S-trans, trans-farnesyl-L-cysteine methyl ester (339 mg, 1 mmol) in THF (5 mL) was added N,N-diisopropyl-ethyl-amine (0.52 mL, 3 mmol) dropwise. The solution was stirred at 0 0C for 30 min and then room temperature overnight. The mixture was diluted with ethyl acetate (60 mL) and washed by 0.5 N HCl (10 mL x 1), H2O (10 mL x 1) and brine (10 mL x 1). The organic layer was dried over Na2SO4 and concentrated in vacuo. The resulting residue was dissolved in THF (3 rnL) and a solution Of LiOH-H2O (420 mg, 10 mmol) in H2O (2 mL) was added slowly at 0 0C. The reaction was left at room temperature overnight. The solution was then diluted with ethyl acetate and washed by 0.5 N HCl (10 mL x 1), H2O (10 mL x 2) and brine (15 mL x 1). The organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was then further purified by preparative HPLC (100 mg, 22%) to yield Compound N-80. 1H-NMR (500 MHz, CD3OD): delta 1.50 (s, 3H), 1.51 (s, 3H), 1.57 (s, 3H), 1.61 (s, 3H), 1.86-1.89 (m, 2H), 1.95-2.00 (m, 4H), 2.01-2.06 (m, 4H), 2.65 (dd, J = 8.0, 14.0 Hz, IH), 2.71-2.76 (m, 2H), 2.84 (dd, J = 5.0, 14.0 Hz, IH), 3.13 (dd, J = 7.5, 13.5 Hz, IH), 3.24-3.29 (m, IH), 4.05 (dd, J = 5.0, 8.0 Hz, IH), 4.98-5.03 (m, 2H), 5.09-5.14 (t, J = 8.0 Hz, IH). 13C-NMR (125 MHz, CD3OD): delta 16.15, 16.30, 17.80, 25.95, 27.38, 27.79, 29.56, 30.44, 34.80, 40.78, 40.89, 49.82, 57.51, 121.64, 125.16, 125.46, 132.12, 136.27, 140.62, 174.04, 174.15; ES-MS: mass calcd for Chemical Formula: C21H35NO6S2 461.64. Found (M+) m/z 462.2, (M+Na) m/z 484.2.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-(chlorosulfonyl)propanoate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; SIGNUM BIOSCIENCES, INC.; STOCK, Jeffry, B.; STOCK, Maxwell; RAPOLE, Keshava; LEE, Seung-yub; VORONKOV, Michael; PEREZ, Eduardo; CHEN, Shuyi; CHEN, Jinglong; GORDON, Joel; WO2010/56778; (2010); A1;,
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