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1001054-52-9

2,8-Diazaspiro[4.5]decane-2-carboxylic acid, 8-cyclobutyl-, 1,1-dimethylethyl ester synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1: cyclobutanone;tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylatewith triethylamine in dichloromethane at 0; for 0.5 h;
Stage #2: with sodium tris(acetoxy)borohydride in dichloromethane at 20;

Steps:

2.N.3

tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (7.21 g, 30.0 mmol) is dissolved in TEA (7.69 mL) in DCM (200 mL) at 0° C. and treated dropwise with cyclobutanone (2.92 mL, 38.9 mmol). The mixture is stirred for 30 min and sodium triacetoxyborohydride (9.53 g, 4.56 mmol) is added in portions. The reaction mixture is stirred at rt overnight, basified with 1N NaOH solution and extracted with DCM (2×100 mL). The combined extracts are washed with water, brine, dried over anhydrous Na2SO4 and concentrated in vacuo to afford the title compound. LC-MS (Method 1): 295.4.

References:

US2008/247964,2008,A1 Location in patent:Page/Page column 35

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336191-16-3
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2,8-Diazaspiro[4.5]decane-2-carboxylic acid, 8-cyclobutyl-, 1,1-dimethylethyl ester

1001054-52-9
2 suppliers
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