128453-98-5, 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. 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, cas is 128453-98-5,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.
To a solution of 4-N-Boc-3-thiomorpholinecarboxylic acid (2.09 g, 8.44 mmol) in methanol (84 ml_) was added HCI (4.0 M in dioxane; 1.07 ml_, 4.28 mmol). The resulting reaction mixture was heated at reflux for 20 hours, cooled, and concentrated in vacuo. The solid residue was dissolved in THF/CH2CI2 (50/30 ml_) and LiBH4 (2.0 M in THF) (10 ml_, 20.0 mmol) was added dropwise over 10 minutes. The reaction mixture was stirred for 5 days before being quenched with slow addition of methanol (-80 ml_). After concentration in vacuo, the residue was dissolved in CH2CI2 and washed with 1 N HCI and brine. The organic layer was dried over Na2SO4, filtered, and concentrated to afford 1.27 g of crude product: 1 H NMR (400 MHz, CDCI3-C/) delta ppm 4.31 (s, 1 H) 4.06 – 4.18 (m, 1 H) 3.69 – 3.75 (m, 1 H) 3.60 – 3.67 (m, 1 H) 3.40 (d, J=13.89 Hz, 1 H) 3.33 (d, J=19.20 Hz, 1 H) 2.72 – 2.84 (m, 2 H) 2.27 (d, J= 12.63 Hz, 1 H) 1.44 – 1.54 (m, 10 H).
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Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/98393; (2007); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem