N-BOC-4-CARBOXYMETHOXY-PIPERIDINE Chemical Properties

Melting point:

105-107℃

Boiling point:

406.7±35.0 °C(Predicted)

Density 

1.17±0.1 g/cm3(Predicted)

storage temp. 

Store at room temperature

pka

3.42±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C12H21NO5/c1-12(2,3)18-11(16)13-6-4-9(5-7-13)17-8-10(14)15/h9H,4-8H2,1-3H3,(H,14,15)

InChIKey

YHUAHIMRWSVXCN-UHFFFAOYSA-N

SMILES

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

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

HazardClass 

IRRITANT

HS Code 

2933399990

N-BOC-4-CARBOXYMETHOXY-PIPERIDINE Usage And Synthesis

Synthesis

GENERAL STEPS: To a 100 mL round bottom flask was added tert-butyl 4-(2-ethoxy-2-oxoethoxy)piperidine-1-carboxylate (5.00 g, 17.4 mmol), sodium hydroxide (3.00 g, 75.0 mmol), water (20 mL), and ethanol (20 mL). The reaction mixture was stirred at room temperature for 48 hours. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. The pH of the residue was adjusted with 3 mol/L hydrochloric acid solution to 2. Subsequently, the aqueous phase was extracted with ethyl acetate (2 x 20 mL), and the organic layers were combined and concentrated under reduced pressure to afford 4.00 g (89% yield) of 2-([1-[(tert-butoxy)carbonyl]piperidin-4-yl]oxy)acetic acid as an oil. Thin layer chromatography (TLC) analytical conditions: dichloromethane/methanol = 5/1, Rf = 0.4.

References

[1] Patent: WO2017/89390, 2017, A1. Location in patent: Page/Page column 97; 98
[2] European Journal of Medicinal Chemistry, 1999, vol. 34, # 5, p. 363 - 380
[3] Patent: WO2014/151958, 2014, A1. Location in patent: Paragraph 00290

N-BOC-4-CARBOXYMETHOXY-PIPERIDINE(161948-70-5)Related Product Information

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