Question

1. (6 pts) The following partial structure is known as enantio-Nelfinavir -- it is the enantiomer of the HIV protease inhibitor Nelfinavir. ОН YS N Both stereocenters are R H HNZON- ,00 H 1 OH The stereochemistry of four stereocenters is specified above. Provide wedges and dashes on the stereocenters to indicate the specified configuration. Also draw missing hydrogen atoms on the stereocenters. (2 pts) Is there ring flipping in the six-membered rings of enantio-Nelfinavir?

Answer 1

shall determine firbt we shall rinas Bot concentrate on We Are 1886 take take only only this bart If we This centre in (2) ry Let us Trial-I ovide wedges (deshes - The priority, ortu is shown Bince a →→ anti-clockwise, it is (1) (6) oH HO Now we take this part : Thiel -I anti-doek wise, H is (3) so we are succesful in 1st attempt boses. Now, the ring we again take partially 0 x Here, although ag is Trial - 6h w clockwise, to west priority group H it upwards, so it is (3) Thus this is wron here, it is Trial - (²)

Rinat os consider the fine cemente... we thou centre W hou MEN SX y - it b- is is an Holockwise Menu, it is thus ( H 18 to upg Here it is (B) [ the 3d-st nucten financy, we NH O17 Comment :- can try not mentioned in question There is another chiral centore you using the procedure above. * There is obviously flipping of king the fused rings of the compound in question in order to minimise steric repulsion. tot