L-Phenylalanine → 3-Cyclohexyl-L-alanine

Participants

Reaction Steps

116 Grams of L-phenylalanine is dissolved in 1000 ml of 90% acetic acid and hydrogenated over 23 g of 5% rhodium on carbon at 40 psi and 37° C. for 24 hours. The catalyst is removed by filtration, the filtrate is concentrated to dryness under high vacuum, and the residue is crystallized from 2 liters of 15% acetic acid to give L-β-cyclohexylalanine which is represented by the following formula ##STR60## Substitution of an equivalent quantity of L-β-cyclohexylalanine for the L-phenylalanine of Example 1 and substantial repetition of the procedures detailed in Examples 1 through 9 provides methyl L-tyrosyl-D-methionyl-glycyl-L-β-cyclohexylalanyl-3-amino-1-adamantanecarboxylate hydrochloride which is represented by the following formula ##STR61##

Provenance & Evidence