tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate Chemical Properties

Boiling point:

337.0±35.0 °C(Predicted)

Density 

1.07±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

10.97±0.20(Predicted)

form 

solid

color 

Off-white to grey

InChI

InChI=1S/C13H24N2O2/c1-12(2,3)17-11(16)15-9-6-13(10-15)4-7-14-8-5-13/h14H,4-10H2,1-3H3

InChIKey

NFNCPNAVNRBDOU-UHFFFAOYSA-N

SMILES

C1C2(CCNCC2)CCN1C(OC(C)(C)C)=O

Safety Information

Risk Statements 

20-22-36/37/38

Safety Statements 

26-36

HazardClass 

IRRITANT

HS Code 

29339900

tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate Usage And Synthesis

Chemical Properties

Wihte powder

Uses

tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate is a heterocyclic derivative and can be used as a pharmaceutical synthesis intermediate.

Synthesis

Preparation of Compound 6: Compound 5 (2,8-diazaspiro[4.5]decane-2,8-dicarboxylic acid, 2-(1,1-dimethylethyl)8-(phenylmethyl) ester, 30 g, 0.08 mol) was dissolved in methanol (100 mL), and hydrogenation reaction was carried out by adding 20% Pd(OH)2/C catalyst (5 g) at room temperature and under hydrogen pressure of 76 cmHg. until the reaction was complete. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated. The resulting residue was purified by column chromatography to afford the target product compound 6 (tert-butyl 2,8-diazaspiro[4.5]deca-2-carboxylate, 11 g, 57% yield).1H NMR (DMSO, HCl salt) δ: 8.88 (broad peak, 2H), 3.28-3.23 (multiple peaks, 2H), 3.10 (double peaks, 2H), 2.99 (triple peaks, 2H) , 1.68-1.61 (multiple peaks, 2H), 1.63-1.59 (multiple peaks, 4H), 1.36 (single peak, 9H).

References

[1] Patent: WO2007/30061, 2007, A1. Location in patent: Page/Page column 88; 89

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