51220-73-6

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 60-18-4 L-tyrosine 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 132903-63-0 H⁽¹⁺⁾Asp(Bzl)-Val-Tyr-OH*Tfa^(1-) 
• 99744-46-4 N-<2-(Triphenylphosphonio)isopropyloxycarbonyl>-L-tyrosin-chlorid 
• 3061-91-4 L-valyl-L-tyrosine 
• 93266-78-5 Trt-Tyr-OH*Et₃N 
• 132903-61-8 Boc-Asp(Bzl)-Val-Tyr-OH 

Relevant academic research and scientific papers

2,4,5-trichlorophenyl-(9H-fluoren-9-ylmethoxycarbonylamino) methylcarbamates: Synthesis, isolation, characterization and utility in the synthesis of dipeptidyl ureas

An efficient synthesis of 2,4,5-trichlorophenyl-(9H-fluoren-9- ylmethoxycarbonylamino)methylcarbamates employing isocyanates derived from several Fmoc-amino acids has been described. All the carbamates made have been obtained as crystalline solids and are

Isocyanates of Nα-[(9-fluorenylmethyl)oxy]carbonyl amino acids: Synthesis, isolation, characterization, and application to the efficient synthesis of urea peptidomimetics

The Curtius rearrangement of Fmoc-amino acid azides 1 was carried out in toluene by refluxing the solution for 30 min. The resulting isocyanates 2 have been isolated as crystalline solids and are fully characterized by IR, 1H NMR, 13

A practical synthesis of fibrinogen receptor antagonist MK-383. Selective functionalization of (S)-tyrosine

A practical 4-step synthesis of fibrinogen receptor antagonist MK-383, N-(n-butanesulfonyl)-O-4-(4-piperidinyl)-butyl)-(S)-tyrosine, is accomplished in 48% overall yield from (S)-tyrosine. Highlights include: (1) the dual use of 4-picoline as a masked form of piperidine, and as a nucleophile precursor for a 3-carbon homologation with 3-bromo-1-chloropropane; (2) the use of trimethylsilyl groups for temporary protection of phenolic and carboxylate oxygens of (S)-tyrosine that enable selective N-sulfonylation to be carried out in high yield; (3) the selective phenolic O-alkylation of the tyrosine derivative in high yield with no racemization using aqueous KOH/DMSO; and (4) the selective hydrogenation of the pyridine ring in the presence of the tyrosine ring using Pd/C in acetic acid.

SYNTHETIC APPROACHES FOR THYMOPENTIN (TP-5) USING THE "IN SITU" SILYLATION STRATEGY WITH TRIMETHYLSILYL CYANIDE

The synthesis of the pentapeptide TP-5 has been considered as a test case for the "in situ" silylating strategy, using trimethylsilyl cyanide, because of the nature of the involved residues.Thus orthogonal lateral protections for Arg, Lys and Asp are need