Application of 39590-81-3 , The common heterocyclic compound, 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Preparation 22 Synthesis of [l-({[t-butyl (diphenyl) silyl] oxy} methyl) cyclopropylmetbanol Lithium aluminum hydride (LAH) 15.3g was dissolved in 39g of tetrahydrofuran, and 11.7g of the carboxylic acid prepared in Preparation 21 was slowly added dropwise at OIT. The reaction solution was refluxed for 17 hours. The reaction was stopped by adding 10% HCl at room temperature and the mixture was extracted with ethyl acetate. The extract was distilled under reduced pressure and the residue was purified by silica gel column to give 8.2g of diol compound. ‘H NMR (CD3) 6 0.56 (s, 4H), 2.22 (s, 2H), 3.63 (s, 4H) The compound thus obtained (400mg) was dissolved in 12mNo. of THF, 184mg of NaH and 1. 16g of t-butyldiphenylsilylchloride (TBDPSCI) were added, and the resulting mixture was refluxed for 6 hours. The reaction was stopped by adding I OmUSD of water and the mixture was extracted with ethyl acetate, The extract was distilled under reduced pressure and the residue was purified by silica gel column to give l. lg of the title compound. 1H NMR(CDCl3) No. 0.33 (t, 2H), 0. 48 (t, 2E9, 1.23 (s, 9H), 3.59 (d, 4H), 7.42 (m, 6H), 7.68
The synthetic route of 39590-81-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2005/79812; (2005); A1;,
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