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ChemicalBook CAS DataBase List N-Boc-pyrroline
73286-70-1

N-Boc-pyrroline synthesis

13synthesis methods
-

Yield:73286-70-1 100%

Reaction Conditions:

in tetrahydrofuran;water at 0 - 20; for 3.16667 h;

Steps:

205 Example 205 [00736] AMD7428: Preparation of 1-[[4-[[(2-pyridinylmethyl)amino]methyl]phenyl]methyl]-3,4-diaminopyrrolidine (hydrobromide salt).
To a solution of 3-pyrroline (1.0 g, 14.5 mmol) in 0° C. THF (50 mL) and water (20 mL) mixture was added di-tert-butyldicarbonate (4.75 g, 21.8 mmol) over a ten minute period. The resulting solution was then stirred for 3 hours, gradually warming to room temperature. Ethyl acetate (100 mL) was then added to the reaction, and the aqueous and organic layers were separated. Following extraction of the aqueous layer with a second portion of ethyl acetate, the combined organic fractions were washed with 10% citric acid and then brine. The solution was then dried and concentrated to afford N-Boc-3-pyrroline in quantitative yield.

References:

AnorMED, Inc. US6750348, 2004, B1 Location in patent:Page column 117

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