4-Methylmorpholine → HCID 21709352, compound

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Reaction Steps

200 mg (0.3 mmol, MW 665.12) of N-tert-butoxycarbonyl-N′,N′-dioctadecylethylenediamine are dissolved in 2 ml of a mixture of trifluoroacetic acid and methylene chloride (1:3 v/v). After two hours, the mixture is subject to rotary evaporation and dried for 2 hours under a high vacuum. The residue is then taken up in 20 ml of chloroform, and 1 ml (920 mg, 4.5 mmol, MW 101.15, d=0.92) of 4-methylmorpholine is added. 640 mg (2.68 mmol, MW 238.13) of N-(tert-butoxycarbonyl)-3-bromopropylamine are then added. After boiling for 48 hours under reflux, the whole is concentrated by rotation and the BOC-protected precursor product is purified by flash chromatography. The product is then dissolved in 2 ml of a mixture of trifluoroacetic acid and methylene chloride (1:3 v/v), concentrated by rotary evaporation and lyophilised.

Provenance & Evidence