With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.159635-22-0,tert-Butyl 3-hydroxy-4-methylenepiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.
Method DStep 1: (S)-3-hydroxy-4-methylene-piperidine-1-carboxylic Acid tert-butyl ester; 3-Hydroxy-4-methylene-piperidine-1-carboxylic acid tert-butyl ester (4.50 g; 21.10 mmol) was dissolved in TBME (63 ml) and vinyl butyrate (22.5 ml). The solution was heated to 50 C. and the reaction started by the addition of Lipase TL IM (1.08 g (carrier-fixed); Novozymes, Denmark). The solution was stirred at 50 C. for 20 h until the enantiomeric excess of the retained alcohol was >99%. The enzyme was filtered off, the filter cake washed with TBME and the filtrate concentrated in vacuo. The residual oil was chromatographed on silicagel (100 g; 0.040-0.063 mm; CH2Cl2?CH2Cl2/acetone 9:1) to separate the formed optically enriched (R)-butyrate from the retained (S)-alcohol (1.83 g white crystals; 41%). Analytics: >99 GC; >99% ee (GC on BGB-176; 30 m¡Á0.25 mm; H2; 1.2 bar; 80 C. to 210 C. with 3 C./min; inj. 200 C.; Det. 210 C.; retention times: (R)-alcohol 29.60 min, (S)-alcohol 29.81 min). [alpha]D=-17.70 (c=1.00, CHCl3)., 159635-22-0
159635-22-0 tert-Butyl 3-hydroxy-4-methylenepiperidine-1-carboxylate 10584700, apiperidines compound, is more and more widely used in various fields.
Reference£º
Patent; Adam, Jean-Michel; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; Ricklin, Fabienne; Roche, Olivier; US2010/22518; (2010); A1;,
Piperidine – Wikipedia
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