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ChemicalBook CAS DataBase List Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate

Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate synthesis

5synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
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$13.50/25G

(3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl)methanamine

134575-10-3
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Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate

134575-11-4
10 suppliers
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Yield:134575-11-4 84%

Reaction Conditions:

with dmap in dichloromethane; for 16 h;

Steps:

B.4

Step 4: The crude amine (h) prepared in step 3 and N, N-dimethylaminopyridine (DMAP) (0.66 g, 5.4 mmol) were dissolved in CH2CI2(100ml_). To this solution was added di-tert-butyldicarbonate (7 g, 33 mmol), inportions, and the reaction mixture was stirred for 16 h. The reaction mixture wasthen washed two times (50 ml_) with water and once with brine (50 ml_). Theorganic phase was isolated and dried, and the solvent was removed underreduced pressure. The crude product was subjected to silica gel chromatographyusing 1:3 ethyl acetate:hexane as the eluting solvent. The eluted fractions werecombined and concentrated to yield 6.9 g of pure carbamate (i) (84%).

References:

WO2006/2133,2006,A1 Location in patent:Page/Page column 51-52