Adding a certain compound to certain chemical reactions, such as: 20605-01-0, Diethyl 2,2-bis(hydroxymethyl)malonate, 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, name: Diethyl 2,2-bis(hydroxymethyl)malonate, blongs to alcohols-buliding-blocks compound. name: Diethyl 2,2-bis(hydroxymethyl)malonate
Diethyl 2-(tert-butyldimethylsilyloxymethyl)-2-hydroxymethylmalonate (15). Diethyl 2,2-bis(hydroxymethyl)malonate (28.3 mmol; 6.23 g) was coevaporated twice from dry pyridine and dissolved in the same solvent (20 mL). tert-Butyldimethylsilyl chloride (25.5 mmol; 3.85 g) in dry pyridine (10 mL) was added portionwise. The reaction was allowed to proceed for 4 days. The mixture was evaporated to a solid foam, which was then equilibrated between water (200 mL) and DCM (4×100 mL). The organic phase was dried on Na2SO4. The product was purified by silica gel chromatography eluting with 10% ethyl acetate in DCM. The yield was 78%. 1H NMR (CDCl3) delta 4.18-4.25 (m, 4H, OCH2Me), 4.10 (s, 2H, CH2OSi), 4.06 (s, 2H, CH2OH), 2.63 (br s, 1H, OH), 1.26 (t, J=7.0 Hz, 6H, OCH2CH3), 0.85 (s, 9H, Si-SMe3), 0.05 (s, 6H, Me-Si). 13C NMR (CDCl3) delta 169.2 (CO), 63.3 (CH2OH), 62.8 (CH2OSi), 61.6 (spiro C), 61.4 (OCH2Me), 25.6 [C(CH3)3], 18.0 (Si-CMe3), 14.0 (OCH2CH3), -3.6 (Si-CH3). MS [M+H]+ obsd. 335.7, calcd. 335.2; [M+Na] obsd. 357.6, calcd. 357.2.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,20605-01-0, Diethyl 2,2-bis(hydroxymethyl)malonate, and friends who are interested can also refer to it.
Reference:
Patent; Alios BioPharma Inc.; US2009/176732; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts