As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO136,mainly used in chemical industry, its synthesis route is as follows.,63126-47-6
1-Tert-Butyl-5- (4-methyl-benzoylamino)-1 H-pyrazolo [3,4-d] thiazole-3- carboxylic acid (50 mg, 0.14 mmoles) was dissolved in 10 ml of anhydrous tetrahydrofuran. Then, 1-hydroxybenzotriazole (23 mg, 0. 168 mmoles) was added followed by addition of N- cyclohexylcarbodiimide N’-methyl polystyrene (155 mg, 0.28 mmoles, loading: 1.8 mmoles/g) and S-2-methoxymethyl pyrrolidine (22 mg, 0.14 mmoles). The mixture was heated at 50¡ãC for overnight. Polymer supported triamine (100 mg, 0.417 mmoles, loading: 4.17 mmoles/g) was added and shaken for 4 hours at 50¡ãC. The resin was filtered off and washed with tetrahydrofuran (2 x 5ml). The filtrate was evaporated in vacuo to give crude product, which was purified by preparative HPLC using MeOH/H2O/TFA solvent system. The combined pure fractions were evaporated in vacuo and further dried on lyophilizer (yield: 36percent, LC: Method A, RT = 4.020 min, MS: M+1 = 456).
With the complex challenges of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine,belong chiral-catalyst compound
Reference£º
Patent; LEXICON GENETICS, INC; WO2005/95420; (2005); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare