3-BENZYL-9-CYCLOBUTYL-3,9-DIAZASPIRO[5.5]UNDECANE synthesis

4synthesis methods

Product Name:3-BENZYL-9-CYCLOBUTYL-3,9-DIAZASPIRO[5.5]UNDECANE
CAS Number:1001054-49-4
Molecular formula:C20H30N2
Molecular Weight:298.4656

189333-49-1
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1191-95-3 Synthesis

1191-95-3
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3-BENZYL-9-CYCLOBUTYL-3,9-DIAZASPIRO[5.5]UNDECANE

1001054-49-4
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Yield:-

Reaction Conditions:

Stage #1: 3-benzyl-3,9-diazaspiro[5.5]undecane;cyclobutanonewith acetic acid in dichloromethane at 0; for 0.5 h;
Stage #2: with sodium tris(acetoxy)borohydride in dichloromethane at 20;

Steps:

1.A.4

3-Benzyl-3,9-diazaspiro[5.5]undecane (6.14 mmol) is dissolved in 2.5% acetic acid in DCM (24 mL) at 0° C. and treated dropwise with cyclobutanone (9.21 mmol). The mixture is stirred for 30 min and then sodium triacetoxyborohydride (9.21 mmol) is added in portions. The reaction mixture is stirred at rt overnight, basified with saturated sodium carbonate solution and extracted with DCM. The combined extracts are washed with water, and then brine, dried over anhydrous Na₂SO₄and concentrated in vacuo to afford the title compound. LC-MS (Method 1)=299.19; R_T=1.26 min.

References:

US2008/247964,2008,A1 Location in patent:Page/Page column 29

3612-20-2 Synthesis

3612-20-2
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1001054-49-4
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References

9-BENZYL-3,9-DIAZA-SPIRO[5.5]UNDECANE-2,4-DIONE

189333-48-0
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1001054-49-4
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References

9-benzyl-2,4-dioxo-3,9-diazaspiro[5.5]undecane-1,5-dicarbonitrile

189333-46-8
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1001054-49-4
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References