23828-09-3

Basic information

• Product Name: Z-PHE-SER-OME
• Synonyms: Z-PHE-SER-OME;(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-hydroxypropanoate
• CAS NO: 23828-09-3
• Molecular Formula: C₂₁H₂₄N₂O₆
• Molecular Weight: 400.43
• Mol File: 23828-09-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 125 °C
• Boiling Point: 667.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.257±0.06 g/cm3(Predicted)
• PKA: 11.06±0.46(Predicted)
• CAS DataBase Reference: Z-PHE-SER-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-PHE-SER-OME(23828-09-3)
• EPA Substance Registry System: Z-PHE-SER-OME(23828-09-3)

Safety Data

• Hazardous Substances Data: 23828-09-3(Hazardous Substances Data)

Upstream product

• 2788-84-3 (S)-serine methyl ester 
• 77511-13-8 Z-Phe-O(TBA) 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 3588-57-6 Z-DL-Phe-OH 
• 4865-47-8 phenyl ester of N-benzyloxycarbonyl-L-phenylalanine 
• 1161-13-3 N-Cbz-L-Phe 

Downstream Products

• 708228-79-9 Z-Phe-Gly-OMe 
• 135924-38-8 Z-Phe-Gly(SPh)-OMe 
• 188302-22-9 N-benzyloxycarbonyl-L-phenylalanyl-DL-α-(ethylthio)glycine methyl ester 
• 135924-21-9 Z-Phe-Gly(Br)-OMe 
• 122483-60-7 N-benzyloxycarbonyl-L-phenylalanyl-DL-α-chloroglycine methyl ester 
• 14866-00-3 Z-5-Ava-Phe-Ser(Ac)-Pro-Phe-Arg(NO₂)-OMe 
• 16152-76-4 Z-Phe-Ser-Pro-Phe-Arg(NO₂)-OMe 
• 135112-29-7 Z-Arg(NO₂)-Pro-5-Ava-Phe-Ser(Ac)-Pro-Phe-Arg(NO₂)-OMe 
• 82155-26-8 -L-phenylalanyl-L-serine methyl ester 
• 82168-80-7 N-(tert-butoxycarbonyl)-L-aspartyl-L-phenylalanyl-L-serine methyl ester 
• 82155-32-6 1-N--4-O-(β-D-glucopyranosyl)-β-D-glucopyranosylamine 
• 82155-28-0 2-acetamido-1-N--2-deoxy-β-D-glucopyranosylamine 
• 94776-32-6 1-N--β-D-glucopyranosylamine 
• 82155-27-9 (S)-3-tert-Butoxycarbonylamino-N-[(S)-1-((S)-2-hydroxy-1-methoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethyl]-succinamic acid 2,5-dioxo-pyrrolidin-1-yl ester 

Relevant articles and documents

Phosphorus pentoxide for amide and peptide bond formation with minimal by-products

Phosphorus pentoxide and DMAP are used for amide bond formation from carboxylic acids and amines. Dipeptides and amides have been synthesized using this reagent in 42–77% yields and >99% ees. The protocol is attractive as it occurs at ambient temperature, the formation of organic by-products is minimal and the reagent can be readily quenched using water. Furthermore, excellent enantioselectivities are observed without the use of harsh triazole based additives.

Phenolic ester mediated oligopeptide synthesis promoted by HOBt

Although substituted phenolic ester mediated peptide synthesis is an efficient and well established method, the same via totally unsubstituted phenyl ester is not preferred due to the extremely slow rate of aminolysis. We have investigated the scope of the unsubstituted phenyl ester as an intermediate in peptide bond formation and found that it may be useful for the design of chemoselective peptide ligation when HOBt is used as an acyl transfer catalyst. The scope of HOBt catalyzed, oxo ester mediated ligation is explored for the synthesis of oligopeptides containing a cysteine, serine and threonine at the N-terminus of the ligating peptide.

Studies on the secondary structure of bradykinin in aqueous solution. Syntheses, circular dichroism spectra, and bioogical activities of bradykinin analogs containing 5-aminovaleric acid residue

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