Sodium Azide → HCID 44184304, compound

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Reaction Steps

A solution of 1.0 mmol of methanesulfonic acid 2-[(2R,4R,5R)-4-[4-((R)-2-ethoxy-propoxymethyl) -phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-ethyl ester (example 6g) and 10 mmol of sodium azide in 1.5 ml of DMPU is stirred at 80° C. for 3 h. The solution is cooled to RT, diluted with 3 ml of TBME, filtered through 2 cm of SiO2 60 F, eluting with EtOAc-Heptane 1:1. The filtrate is concentrated under reduced pressure and purified by flash chromatography (SiO2 60 F), to afford the title compound as a yellow oil. Rf=0.45 (EtOAc/heptane 2:1); Rt=5.80 (gradient I).

Provenance & Evidence