oseltamivir

Tamiflu is a treatment for flu, which inhibits neuraminidase.

Review:
The synthetic development of the anti-influenza neuraminidase inhibitor oseltamivir phosphate (Tamiflu): A challenge for synthesis and process research
S. Abrecht, P. Harrington, H. Iding, M. Karpf, R. Trussardi, B. Wirz and U. Zutter. Chimia, 2004, 58, 621-629.

Synthesis:
A Short Enantioselective Pathway for the Synthesis of the Anti-Influenza Neuramidase Inhibitor Oseltamivir from 1,3-Butadiene and Acrylic Acid
Y.Y. Yeung, S. Hong and E. J. Corey. J. Am. Chem. Soc. 2006, 128, 6310-6311.

Canonical SMILES CCOC(=O)C1=CC(OC(CC)CC)C(NC(=O)C)C(N)C1

InChI
InChI=1/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19/h9,12-15H,5-8,17H2,1-4H3,(H,18,19)/t13-,14+,15+/m0/s1
AuxInfo=1/1/N:16,17,11,23,15,14,10,5,1,21,6,13,4,2,3,7,19,18,22,8,9,12/E:(1,2)(5,6)/it:im/rA:23nCCCCCCCOOCCOCCCCCNNHCOC/rB:s1;s2;s3;s4;d1s5;s6;d7;s7;s9;s10;N2;s12;s13;s13;s15;s14;P3;N4;s18;s18;d21;s21;/rC:0,.825,0;;.7145,-.4125,0;1.4289,0,0;1.4289,.825,0;.7145,1.2375,0;.7145,2.0625,0;0,2.475,0;1.4289,2.475,0;2.1434,2.0625,0;2.8579,2.475,0;-.7145,-.4125,0;-1.4289,0,0;-2.1434,-.4125,0;-1.4289,.825,0;-2.1434,1.2375,0;-2.8579,0,0;.7145,-1.2375,0;2.1434,-.4125,0;1.4289,-1.65,0;0,-1.65,0;0,-2.475,0;-.7145,-1.2375,0;

MInChI v0.9
MInChIxe1 C16H28N2O4 c1xh5xh12xl6 xh2xr22xh14x h9xh11xl16xl 20xr21xh7xh3 xr8xh13xl17x r15xl14xr18x h10xl4xr19xs h9xc12xh15Hx c5xh8xc17H2x c1xh4H3xcxlH xc18xc19xrxs t13xhxc14xpx c15xpxsm0xss 1

Structure files

Conformation
1000 step GACK search using MM2* forcefield