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1-Boc-4-methylpiperidine-4-carboxylic acid

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1-Boc-4-methylpiperidine-4-carboxylic acid Basic information
Product Name:1-Boc-4-methylpiperidine-4-carboxylic acid
Synonyms:N-BOC-4-METHYL ISONIPECOTIC ACID;N-BOC-4-METHYL-4-METHYLPIPERIDINECARBOXYLIC ACID;N-BOC-4-METHYL-4-PIPERIDINECARBOXYLIC ACID;CHEMBRDG-BB 4002933;4-METHYL-4-CARBOXY-1-N-BOC-PIPERIDINE;4-METHYL-PIPERIDINE-1,4-DICARBOXYLIC ACID MONO-TERT-BUTYL ESTER;1-BOC-4-METHYL-PIPERIDINE-4-CARBOXYLIC ACID;1-Boc-4-methyl-4-piperidinecarboxylic Acid
CAS:189321-63-9
MF:C12H21NO4
MW:243.3
EINECS:
Product Categories:API intermediates;Amino Acids and Derivatives;Heterocycles;Pyridines
Mol File:189321-63-9.mol
1-Boc-4-methylpiperidine-4-carboxylic acid Structure
1-Boc-4-methylpiperidine-4-carboxylic acid Chemical Properties
Boiling point 354.3±35.0 °C(Predicted)
density 1.129±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka4.69±0.20(Predicted)
AppearanceWhite to off-white Solid
InChIInChI=1S/C12H21NO4/c1-11(2,3)17-10(16)13-7-5-12(4,6-8-13)9(14)15/h5-8H2,1-4H3,(H,14,15)
InChIKeyOKBNEDPOUYRYNP-UHFFFAOYSA-N
SMILESN1(C(OC(C)(C)C)=O)CCC(C)(C(O)=O)CC1
CAS DataBase Reference189321-63-9(CAS DataBase Reference)
Safety Information
RIDADR UN2811
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
1-Boc-4-methylpiperidine-4-carboxylic acid Usage And Synthesis
Chemical PropertiesWhite to Light yellow powder to crystal
Synthesis A mixture of Ethyl N-Boc-4-methylpiperidine-4-carboxylate (4.1 g, 15.1mmol) and lithium hydroxide (2.17g, 90.6mmol) in methanol (3OmL)ZH2O (2OmL) was stirred at a temperature of about 25 ℃ for 16h. After evaporation to dryness, the residue was partitioned between DCM and brine. The organic layer was separated, dried (MgSO4), filtered, and concentrated under reduced pressure to provide 3.38g of 1-Boc-4-methylpiperidine-4-carboxylic acid as a white solid (yield 92.0 percent).
References[1] Patent: WO2008/89201, 2008, A2. Location in patent: Page/Page column 234
[2] Patent: US2010/137305, 2010, A1. Location in patent: Page/Page column 36
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 14, p. 3675 - 3678
[4] Patent: US6083949, 2000, A
[5] Patent: EP854870, 2009, B1. Location in patent: Page/Page column 42
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