Category: 159635-22-0

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
Piperidine | C5H11N – PubChem

159635-22-0, tert-Butyl 3-hydroxy-4-methylenepiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2) 1-t-Butoxycarbonyl-3,4-didehydro-4-(chloromethyl)piperidine To 1-t-butoxycarbonyl-3-hydroxy-4-methylenepiperidine (5.329 g, 25.1 mmol) in toluene (120 mL) and 2,6-lutidine (3.1 mL, 26 mmol) at 0 C. was added SOCl2 (2.0 mL, 26 mmol). The reaction was heated at 40 C. for 30 min, cooled to 0 C., washed with 0 C. 1N HCl (100 mL), 0.1 N HCl (100 mL), H2 O (100 mL), brine (50 mL), dried (MgSO4), and concentrated in vacuo to afford 5.18 g (89%) of allylic chloride as a yellow oil. 1 H NMR (400 MHz, CDCl3) delta 5.78 (s, 1H), 4.04 (s, 2H), 3.95 (s, 2H), 3.55 (t, 2H, J=6 Hz), 2.24 (s, 2H), 1.45 (s, 9H) ppm.

159635-22-0, The synthetic route of 159635-22-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck & Co., Inc.; US6013652; (2000); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem