tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

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CAS:392331-66-7
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tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate manufacturers

tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate Basic information
Product Name:tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate
Synonyms:tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate;1-Boc-4-aMinoMethyl-4-hyd...;tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate 95%;4-AMinoMethyl-1-Boc-4-hydroxypiperidine, 97%;4-Aminomethyl-1-Boc-piperidin-4-ol;1-Piperidinecarboxylic acid, 4-(aminomethyl)-4-hydroxy-, 1,1-dimethylethyl ester;1-Boc-4-(Aminomethyl);4-Aminomethyl-1-Boc-4-hydroxypiperidine,97%
CAS:392331-66-7
MF:C11H22N2O3
MW:230.3
EINECS:
Product Categories:
Mol File:392331-66-7.mol
tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate Structure
tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate Chemical Properties
Boiling point 341.0±27.0 °C(Predicted)
density 1.124
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form Solid
pka12.48±0.20(Predicted)
color Off-white
Water Solubility Slightly soluble in water.
Sensitive Air Sensitive
InChIInChI=1S/C11H22N2O3/c1-10(2,3)16-9(14)13-6-4-11(15,8-12)5-7-13/h15H,4-8,12H2,1-3H3
InChIKeyXYWCDAFPRBDRER-UHFFFAOYSA-N
SMILESN1(C(OC(C)(C)C)=O)CCC(CN)(O)CC1
CAS DataBase Reference392331-66-7
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate Usage And Synthesis
Uses4-Aminomethyl-1-Boc-4-hydroxypiperidine can be used in agrochemical, pharmaceutical and dyestuff.
Synthesis
1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER

147804-30-6

tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

392331-66-7

General procedure for the synthesis of tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate from tert-butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate: In a 100 mL sealed tube, a magnetic stirring bar, tert-butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (300 mg, 1.28 mmol) and 7 M ammonium hydroxide in a methanol solution (20 mL). The reaction mixture was placed in an oil bath at 80°C and stirred for 16 hours. After completion of the reaction, the mixture was cooled to room temperature. The solvent was removed by concentration under reduced pressure to afford the crude product tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate (350 mg, >95% yield), which could be used in the subsequent reaction without further purification.LCMS (ESI) m/z 231 [M + H]+.

References[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 24, p. 7458 - 7461
[2] Patent: US2016/185786, 2016, A1. Location in patent: Paragraph 0679
[3] Patent: WO2015/92804, 2015, A1. Location in patent: Page/Page column 21
[4] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 289 - 301
[5] Patent: WO2014/147636, 2014, A1. Location in patent: Page/Page column 35; 36
tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate Preparation Products And Raw materials
Raw materials1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE-->1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER-->Ammonium hydroxide-->Methanol
Tag:tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate(392331-66-7) Related Product Information
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