tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate

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tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate Basic information
Product Name:tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate
Synonyms:tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate;1-Piperidinecarboxylic acid, 4-(2-hydroxyethyl)-4-methyl-, 1,1-dimethylethyl ester;4-(2-Hydroxy-ethyl)-4-methyl-piperidine-1-carboxylic acid tert-butyl ester;1-Boc-4-(2-hydroxyethyl)-4-methylpiperidine;1-Boc-4-methyl-4-(2-hydroxyethyl)-piperidine
CAS:236406-33-0
MF:C13H25NO3
MW:243.34
EINECS:
Product Categories:
Mol File:236406-33-0.mol
tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate Structure
tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate Chemical Properties
storage temp. 2-8°C
Safety Information
MSDS Information
tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate Usage And Synthesis
Synthesis
[1-(tert-butoxycarbonyl)-4-methylpiperidin-4-yl]acetic acid

872850-31-2

tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate

236406-33-0

Step 5: Preparation of tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate; 2-(1-(tert-butoxycarbonyl)-4-methylpiperidin-4-yl)acetic acid (3.54 g, 13.77 mmol) was dissolved in anhydrous tetrahydrofuran (THF) under argon gas protection and the solution was cooled to -15 °C. Borane-THF complex (13.8 mL, 1 M solution) was slowly added, followed by stirring the reaction mixture for 1 hour. The reaction mixture was allowed to gradually warm to room temperature and quenched by the slow addition of water (10 mL). Next, ethyl acetate (50 mL) was added for extraction, followed by washing with 2 M sodium hydroxide solution (40 mL) and water (40 mL). The organic layer was separated, washed with brine (20 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give an orange oily product (3 g, 90% yield). The product was confirmed by NMR hydrogen spectroscopy (CDCl3): δ 0.9 (s, 3H), 1.2-1.3 (m, 4H), 1.4 (s, 9H), 1.7 (t, 3H), 3.2 (m, 2H), 3.4 (m, 2H), 3.6 (t, 3H).

References[1] Patent: WO2006/1752, 2006, A1. Location in patent: Page/Page column 73
tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate Preparation Products And Raw materials
Raw materials[1-(tert-butoxycarbonyl)-4-methylpiperidin-4-yl]acetic acid-->Borane-tetrahydrofuran complex-->Tetrahydrofuran
Tag:tert-butyl 4-(2-hydroxyethyl)-4-methylpiperidine-1-carboxylate(236406-33-0) Related Product Information
1-Boc-4-(2-hydroxyethyl)piperidine tert-butyl 4-(2-Methoxyethyl)piperidine-1-carboxylate 4-Piperidineethanol, 1,4-dimethyl- 4-Piperidineethanol, 4-methyl- [1-(tert-butoxycarbonyl)-4-methylpiperidin-4-yl]acetic acid Ethyl 1-Boc-4-methyl-4-piperidineacetate