(2S)-2-amino-N-dodecylpropanamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: L-alanine laurylamide (2.5 g) and 1 g of sodium hydroxide were dissolved in 20 ml of methanol, and 1.0 ml of salicylaldehyde and 0.1 g of sodium borohydride were added thereto in this order. After the mixture was stirred for 1 hour, 1.0 ml of salicylaldehyde and 0.1 g of sodium borohydride were added thereto again in this order. The mixture was stirred overnight at room temperature, and the insoluble matter was then separated through filtration. The filtrate was adjusted to a pH of 7 with hydrochloric acid, and concentrated under reduced pressure. The resulting oil was dissolved in diethyl ether, washed with water, and then dried over with magnesium sulfate. After the drying agent was separated through filtration, the filtrate was concentrated under reduced pressure to give 3 g of N-(2-hydroxybenzyl)-L-alanine laurylamide. The mixture was stirred overnight at room temperature the insoluble matter was then separated through filtration concentrated under reduced pressure The resulting oil was dissolved in diethyl ether washed with water dried over with magnesium sulfate After the drying agent was separated through filtration the filtrate was concentrated under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: L-alanine laurylamide (25 g) and 1 g of sodium hydroxide were dissolved in 20 ml of methanol. To the solution were added 1.0 ml of salicylaldehyde and 0.1 g of sodium boron hydride in this order. After the mixture was stirred for 1 hour, 1.0 ml of salicylaldehyde and 0.1 g of sodium boron hydride were added thereto again in this order. After the resulting mixture was stirred overnight at room temperature, the insoluble matter was separated through filtration, and the residue was adjusted to a pH of 7 with hydrochloric acid. The oil was obtained through concentration under reduced pressure was dissolved in diethyl ether, washed with water, and then dried over magnesium sulfate. After the drying agent was separated through filtration, the filtrate was concentrated under reduced pressure to obtain 3 g of N-(2-hydroxybenzyl)-L-alanine laurylamide. After the resulting mixture was stirred overnight at room temperature the insoluble matter was separated through filtration The oil was obtained through concentration under reduced pressure washed with water dried over magnesium sulfate After the drying agent was separated through filtration the filtrate was concentrated under reduced pressure