P-724
Chemical Name: 2(R)-(tert-Butoxycarbonylamino)-3-[3,7,11-trimethyl-2(E),6(E),10(E)-dodecatrienylthio]propyl-L-valyl-L-isoleucyl-L-methionine; tert-Butoxycarbonyl--L-(S-farnesyl)cysteinyl-psi(CH2NH)-L-valyl-L-isoleucyl--L-methionine
CAS No. 148892-56-2
项目整合开发状态: Biological Testing
项目研究机构: Harvard College (Originator), ProScript (Originator)
合成路线:The reaction of L-cysteine methyl ester (I) with farnesyl bromide (II) by means of ammonia in methanol gives the S-derivative (III),which is Boc protected as usual yielding the protected cysteine (IV).The reduction of (IV) with diisobutylaluminum hydride in toluene affords the cysteine aldehyde (V),which is reductocondensed with the tripeptide L-valine-L-isoleucine-L-methionine methyl ester (VI) by means of sodium cyanoborohydride in acidic methanol giving the peptide ester (VII).Finally,this compound is hydrolyzed with barium hydroxide in methanol/water.
📌 参考资料/链接:
参考文献标题:Cpds.for inhibition of proteolysis
文献作者:Rando,R.R.(Harvard College)
参考来源:WO 9401126