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

pka

4.69±0.20(Predicted)

Appearance

White to off-white Solid

InChI

InChI=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)

InChIKey

OKBNEDPOUYRYNP-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(C)(C(O)=O)CC1

CAS DataBase Reference

189321-63-9(CAS DataBase Reference)

Safety Information

RIDADR 

UN2811

HazardClass 

IRRITANT

HS Code 

2933399990

1-Boc-4-methylpiperidine-4-carboxylic acid Usage And Synthesis

Chemical Properties

White 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

1-Boc-4-methylpiperidine-4-carboxylic acid(189321-63-9)Related Product Information

• o-Toluic acid
• p-Toluic acid
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• tert-Butyl carbazate
• 1,2,2,6,6-Pentamethyl-4-piperidinol
• Isonipecotic acid
• BOC-4-PHENYLPIPERIDINE-4-CARBOXYLIC ACID
• 1-BOC-4-ETHYL-4-PIPERIDINECARBOXYLIC ACID
• Ethyl N-Boc-4-methylpiperidine-4-carboxylate
• N-Boc-3-Methylnipecotic acid ethyl ester
• 1-N-Boc-3-Methylpiperidine-3-carboxylic acid
• BOC-4-CYCLOHEXYL-PIPERIDINE-4-CARBOXYLIC ACID
• N-BOC-4-(P-FLUOROPHENYL)-4-PIPERIDINECARBOXYLIC ACID
• 1,4-Piperidinedicarboxylic acid, 4-(2-propen-1-yl)-, 1-(1,1-dimethylethyl) ester
• METHYL 4-AMINOMETHYL-1-BOC-PIPERIDINE-4-CARBOXYLATE
• N-BOC-4-BENZYL-4-PIPERIDINECARBOXYLIC ACID
• N-BOC-4-(P-CHLOROPHENYL)-4-PIPERIDINE CARBOXYLIC ACID