I (30 points)
Provide products, starting materials, or reagents as needed to complete the following transformations. Clearly number steps if more than one step is required to effect the conversion of starting material to product.
I (24 points)
A. Octopine is a complex amino acid that is structurally related to both D-alanine and L-arginine. The structure of the fully protonated form of octopine is shown below. The four pKa values for octopine are: 1.36, 2.
I. (20 points)
Name:_KEY_ _ W09_215_E2_p1
A) Provide the products or reagents necessary to complete the following reactions. -For products: draw the stereostructure of the major isomer as appropriate. -For reagents: number steps if more than one reaction
W09 E1 Key
W09 215 E1 Name:_
I (24 points)
A. The penicillins are a class or antibiotics that have been of great importance in the development of modern medicine. One of these compounds, Penicillin V, is shown below. Provide the requested information abou
I. (43 points)
Name _ Page 1 F.05.215FEP1 Complete the following reaction schemes as necessary. Sequential experimental steps should be numbered appropriately! Complete structures should be shown. O C H C N CH3 O 1 equiv.
(a) JOC 2005 70 9077 MgBr C17H
Name:_ Page 1(W.07.215.FE p1)
I (50 points) Complete the following reaction sequences, including stereochemistry as required. Label any multistep sets of reagents. a) JOC 2006, 71, 9622 O CH3O O b) J. Chem. Educ. 2006, 83, 1821 H PBr3 C C C CH3 py OH H C
D-aldotetroses (R) H CHO CHO (S)HO H OH (R) H OH OH (R) H CH2OH CH2OH D-erythrose D-threose
L-aldotetroses CHO CHO H OH (R) H (S) HO H (S) HO H (S) HO CH2OH CH2OH L-threose L-erythrose
NOTE: D and L sugars with the same name are ENANTIOMERS D-erythrose is