ChemicalBook CAS DataBase List N-Boc-cadaverine

N-Boc-cadaverine synthesis

13synthesis methods

Product Name:N-Boc-cadaverine
CAS Number:51644-96-3
Molecular formula:C10H22N2O2
Molecular Weight:202.29

462-94-2

24424-99-5

51644-96-3

GENERAL PROCEDURE: A solution of di-tert-butyl dicarbonate (22 g, 100 mmol) was prepared by dissolving it in methanol (20 mL) under ice bath cooling conditions. This solution was slowly added dropwise over 30 minutes to a stirred methanol solution (160 mL) of 1,5-diaminopentane (1.8 g, 20 mmol). After the dropwise addition was completed, the ice bath was removed and the reaction mixture was allowed to continue stirring at room temperature for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography with the eluent ratio of chloroform:methanol:ammonia = 10:1:0.1 to give tert-butyl N-(5-aminopentyl)carbamate in 83% yield.

462-94-2
232 suppliers
$24.00/1g

24424-99-5 Synthesis

24424-99-5
859 suppliers
$13.50/25G

51644-96-3
184 suppliers
$23.00/1g

Yield:51644-96-3 96.76%

Reaction Conditions:

in 1,4-dioxane at 0 - 20; for 22 h;

Steps:

2.2.1 General procedure of 1
General procedure: Mono-protection of diamine was synthesized following the general method. Diamine (73.31mmol) was dissolved in 25mL dioxane and a solution of di-tert-butyl pyrocarbonate (2g, 9.16mmol) in 10mL 1,4-dioxane was added dropwise at 0°C. Then the mixture was stirred at room temperature for 22h. After removed the solvent by a rotary evaporator, the residue was dissolved in water, and the insoluble residue was removed by filtration. The water solution was extracted three times with dichloromethane. Then the organic layer was combined and washed two times with H₂O. Finally, dichloromethane was removed by a rotary evaporator to obtain the oil product.

References:

Fan, Yan-Ru;Huang, Yu;Jia, Deng-Guo;Wang, Bo-Jin;Yang, Xin-Bin [Journal of Inorganic Biochemistry,2021,vol. 219,art. no. 111425]

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