With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.
To the solution of 3.04 g (14.51 mMol ; 1.25 Eq. ) of 3-N-BOC-Aminophenol and 3.81 g (14.51 [MMOL] ; 1.25 Eq. ) of triphenylphosphin (Aldrich T8, 440-9) under Argon in 30 mL of THF at [10C] is added dropwise a solution of 2.26 mL (14.51 mMol) of diethyl-azodicarboxylate (95%; Fluka 11624) in 6 mL of THF abs. After stirring for 10 min under ice cooling, a solution of 1.5 g (11.61 mMol ; 1 Eq. ) of 1-methyl-4-piperidinemethanol (Chem Pacific; 33077*) in 6 mL of THF abs. is added and kept for 20 min at [10C.] After 15 h at rt, the solvent is removed under reduced pressure and the reaction mixture is purified by column chromatography over silica gel [[SI60] (0,040-0, 063mm) Merck], eluting with [METHYLENCHLORID/METHANOL/NH3] (25% aqua) 70: 10: 0.8 to obtain [[3- (L-METHYL-PIPERIDIN-4-YLMETHOXY)-PHENYL]-CARBAMIC] acid tert-butyl ester. Title compound: ES-MS: 321.1 [M+H] [+] ; single peak at tR= 4.63 min (System 1). * [1-METHYL-4-PIPERIDINEMETHANOL] can alternatively be prepared from [PIPERIDIN-4-YL-METHANOL] and formaldehyde (36% in water) under reductive conditions [(H2/RANI] in CH30H) at rt., 20691-89-8
As the paragraph descriping shows that 20691-89-8 is playing an increasingly important role.
Reference：
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5282; (2004); A1;,
Piperidine – Wikipedia
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