合成路线1

Horner-Emmons reaction of 1-naphthaldehyde (I) with triethyl phosphonoacetate (II) gave naphthyl propenoate (III), which was hydrogenated over Pd/C to afford propanoate (IV), and further reduced to alcohol (V) with LiAlH4. The required naphthyl propylamine (VIII) was then obtained by the sequence of conversion of (V) to mesylate (VI), displacement by NaN3, and reduction of the resulting azide (VII) with LiAlH4. After coupling of (VIII) with N-Boc-L-asparagine N-hydroxysuccinimidyl ester (IX) to give (X), the N-Boc group was deprotected using trifluoroacetic acid in CH2Cl2 to afford amine (XI). Subsequent coupling of (XI) with N-Boc-1-amino-1-cyclohexanecarboxylic acid (XII) by means of DCC and HOBt gave (XIII).