Benzylamine → HCID 10791708, compound

Participants

Reaction Steps

Benzylamine (1.2 ml, 11 mmol) was added to [(2S,4R)-N-tert-butoxycarbonyl-4-tert-butyldimethylsiloxypyrrolidin-2-yl]acrylic acid ethyl ester (2.18 g, 5.46 mmol, compound of Reference Example 1-4). The mixture was stirred at room temperature for five days. Then, this mixture was subjected to silica gel column chromatography (Wakogel™ C-300, hexane-ethyl acetate 3:1) to obtain 3-benzylamino-3-[(2S,4R)-N-tert-butoxycarbonyl-4-tert-butyldimethylsiloxypyrrolidin-2-yl]propionic acid ethyl ester (1.95 g, yield: 70.5%). NMR(CDCl3) δ: 0.05(6H,s),0.86(9H,s),1.24(3H,t,J=8Hz),1.44(9H,s), 1.90(1H,m),2.35(2H,m),3.26(1H,m),3.89 and 3.96 (2H,ABq,J=8Hz),4.14(2H,q,J=8Hz),4.39(1H,m), 7.31(5H,m) ##STR1247##

Provenance & Evidence