175207-89-3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 73270-67-4 (S)-2-allylamino-3-phenyl-propionic acid methyl ester 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 106-95-6 allyl bromide 
• 203873-68-1 (S)-methyl 2-(N-allyl-4-nitrophenylsulfonamido)-3-phenylpropanoate 
• 191337-25-4 (S)-methyl 2-(4-nitrophenylsulphonamido)-3-phenylpropanoate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 292849-74-2 Boc-(Nall)Phe-(Nall)Gly-OEt 
• 79638-37-2 Boc-(Nall)Phe-OH 

Relevant academic research and scientific papers

Hydrolytic deallylation of N-allyl amides catalyzed by PdII complexes

Hydrolytic deallylation of N-allyl amides to give amides and propanal can be achieved with PdII catalysts. The optimized catalyst consists of Pd(OCOCF3)2 and 1,3-bis(diphenylphosphanyl) propane (DPPP). Several kinds of open-chain N-allyl amides and N-allyl lactams undergo hydrolytic deallylation to give the corresponding amides and lactams in good to high yield. A mechanism which includes isomerization to enamides and subsequent hydrolysis is proposed. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Synthesis of cyclic dipeptides by ring-closing metathesis

Several cyclic dipeptides (4a-g and 9a-c) have been synthesized by 'amide-to-amide' cyclization of 2a-g and 8a-c, respectively, by means of ring-closing metathesis employing the Grubbs ruthenium catalyst. The influence of additives as well as the length of the amide substituent were studied. Best yields were obtained by cyclization in solution with either lithium fluoroacetate or α,α-dichlorotoluene as an additive.