7-Amino-5-benzyl-5-azaspiro[2.4]heptane synthesis
- Product Name:7-Amino-5-benzyl-5-azaspiro[2.4]heptane
- CAS Number:129306-07-6
- Molecular formula:C13H18N2
- Molecular Weight:202.3
![5-Azaspiro[2.4]heptane-4,7-dione, 5-(phenylmethyl)-, 7-(O-methyloxime), (7Z)-](/CAS/20200611/GIF/1152111-03-9.gif)
1152111-03-9
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Yield:-
Reaction Conditions:
Stage #1: (7Z)-5-phenylmethyl-5-azaspiro[2.4]heptane-4,7-dione 7-O-methyloximewith lithium aluminium tetrahydride in tetrahydrofuran at 65; for 3 h;
Stage #2: with water;sodium sulfate in tetrahydrofuran;
Stage #3: with sodium hydroxide in tetrahydrofuran;water; for 0.5 h;
Steps:
136.D
Part D: 5-(Phenylmethyl)-5-azaspiro[2.4]heptan-7-amine. To a solution of (7Z)-5-(phenylmethyl)-5-azaspiro[2.4]heptane-4,7-dione 7-(O- methyloxime) (assumed 3.1553 g, 12.92 mmol) in THF (130 mL) was added lithium aluminum hydride (1.58 g, 41.63 mmol). The mixture was heated at 65 0C and stirred for 3 h. The mixture was then cooled to 0 0C, and Na2SO4 10 H2O was added. The mixture was stirred overnight, and then 1 N aq. NaOH (6 mL) was added. The mixture was vigorously stirred for 30 min, and then extracted with DCM (3 x 50 mL). The combined organic phase was dried over anhydrous MgSO4, filtered, and concentrated in vacuo to provide racemic crude 5-(phenylmethyl)-5-azaspiro[2.4]heptan-7-amine (2.5355 g, 97% for 2 steps) as a light yellow oil. LCMS: (M+H)+: 203.1.
References:
WO2009/61879,2009,A1 Location in patent:Page/Page column 178
![5-Azaspiro[2.4]heptane-4,7-dione, 5-(phenylMethyl)-](/CAS/GIF/129306-04-3.gif)
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$36.00/5g
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