175548-83-1

Basic information

• Product Name: N-Fmoc-Leu-Ile-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t
• Synonyms: N-Fmoc-Leu-Ile-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t
• CAS NO: 175548-83-1
• Molecular Weight: 1120.44
• Mol File: 175548-83-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Fmoc-Leu-Ile-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t(CAS DataBase Reference)
• NIST Chemistry Reference: N-Fmoc-Leu-Ile-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t(175548-83-1)
• EPA Substance Registry System: N-Fmoc-Leu-Ile-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t(175548-83-1)

Safety Data

• Hazardous Substances Data: 175548-83-1(Hazardous Substances Data)

Upstream product

• 175548-82-0 N-Fmoc-Ile-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t 
• 175548-81-9 N-Fmoc-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t 
• 175548-80-8 N-Fmoc-Ser(Bu^t)-Pro-Ile-Pro-OBu^t 
• 175548-79-5 N-Fmoc-Pro-Ile-Pro-OBu^t 
• 1027866-03-0 Ser(Bu^t)-Pro-Ile-Pro-OBu^t 
• 71989-23-6 Fmoc-Ile-OH 
• 71989-31-6 Fmoc-Pro-OH 
• 35661-60-0 Fmoc-Leu-OH 
• 1025798-99-5 (S)-1-{(2S,3S)-2-[((S)-1-{(S)-2-[(S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-phenyl-propionylamino]-3-tert-butoxy-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-methyl-pentanoyl}-pyrrolidine-2-carboxylic acid tert-butyl ester 

Downstream Products

• 1027558-79-7 Leu-Ile-Phe-Ser(Bu^t)-Pro-Ile-Pro-OBu^t 

Relevant articles and documents

Synthesis of the marine sponge cycloheptapeptide stylopeptide 1

The solution-phase synthesis of the marine sponge stylopeptide 1 (2), cyclo-(Leu-Ile-Phe-Ser-Pro-Ile-Pro), was conveniently accomplished using N-terminal Fmoc- and C-terminal tert-butyl ester protection with tert-butyl ether side-chain blocking for serine. Peptide bond formation for each step except for the final cyclization was effected with diethyl phosphorocyanidate to give the linear heptapeptide in 19% yield. Both TBTU (4) or BOP-Cl (5) were used to cyclize the heptapeptide and resulted in 67% and 13% yields of stylopeptide 1 (2), respectively. Peptide 2 was obtained in 11% overall yield based on the TBTU cyclization procedure. The general approach represents a useful improvement in the synthesis of such cyclic peptides. The synthetic stylopeptide 1 (2) proved to be identical with the natural product.