752235-75-9

Upstream product

• 77215-55-5 tert-butyl 2-N-carbobenzoxy-(S)-2,3-diaminopropionate 
• 181023-08-5 (R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid 

Downstream Products

• 752235-80-6 tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate 
• 752235-79-3 tert-butyl N-(4-benzyloxybutoxycarbonyl)-3-{[((5R)-3-{4-[(hydroxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-L-alaninate 
• 752235-81-7 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alanine 
• 752235-86-2 tert-butyl 3-{[((5R)-3-{4-[amino(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-((3R)-3-{[tert-butyl(dimethyl)silyl]oxy}butoxycarbonyl)-L-alaninate 
• 752235-85-1 tert-butyl N-((3R)-3-{[tert-butyl(dimethyl)silyl]oxy}butoxycarbonyl)-3-({[(5R)-3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]acetyl}amino)-L-alaninate 
• 752235-83-9 tert-butyl N-((3S)-3-benzyloxybutoxycarbonyl)-3-({[(5R)-3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]acetyl}amino)-L-alaninate 
• 752235-78-2 tert-butyl N-(4-benzyloxybutoxycarbonyl)-3-({[(5R)-3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]acetyl}amino)-L-alaninate 
• 752235-76-0 tert-butyl 3-({[(5R)-3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]acetyl}amino)-L-alaninate 

Relevant academic research and scientific papers

Synthesis of N-butyl side chain hydroxylated metabolites of roxifiban, a platelet glycoprotein IIB/IIIA receptor antagonist

Syntheses of three n-butyl side chain hydroxylated metabolites of Roxifiban (5, 6a and 6b) are reported. Initial use of benzyl as hydroxyl protecting group gave poor yield during its removal by catalytic hydrogenation, due to complication from N-O cleavage of the isoxazoline. This problem was eliminated by the use of TBDMS as the hydroxyl protecting group. The chemical structures of these metabolites as well as the intermediates have been fully characterized.