17331-94-1

Basic information

• Product Name: methyl N-[(benzyloxy)carbonyl]serylleucinate
• CAS NO: 17331-94-1
• Molecular Formula: C₁₈H₂₆N₂O₆
• Molecular Weight: 366.4088
• Mol File: 17331-94-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 572.5°C at 760 mmHg
• Flash Point: 300°C
• Density: 1.19g/cm³
• Vapor Pressure: 6.05E-14mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: methyl N-[(benzyloxy)carbonyl]serylleucinate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-[(benzyloxy)carbonyl]serylleucinate(17331-94-1)
• EPA Substance Registry System: methyl N-[(benzyloxy)carbonyl]serylleucinate(17331-94-1)

Safety Data

• Hazardous Substances Data: 17331-94-1(Hazardous Substances Data)

Upstream product

• 2666-93-5 (S)-Leu-OMe 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 7517-19-3 methyl (L)-leucinate hydrochloride 

Downstream Products

• 131458-42-9 Z-NH-CO-CO-Leu-OMe 
• 17331-87-2 Z-L-Ser-L-Leu-NH₂ 
• 107540-51-2 Z-Ala-Ser-Leu-OMe 
• 107540-54-5 Ac-Ala-Ser-Leu-OMe 
• 107540-52-3 Z-Ala-Ser-Leu-OMe 
• 75816-50-1 Z-Ile-Ser-Leu-OMe 
• 75816-51-2 Nps-Ile-Ser-Leu-OMe 
• 66543-98-4 N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucyl-L-hemilanthionine α'-methyl ester 
• 75832-12-1 N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine N^α'-trityl-L-hemilanthionine α'-methyl ester 
• 75816-60-3 N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine methyl ester N^α'-trityl-L-hemilanthionine α'-methyl ester 
• 75816-61-4 N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine L-hemilanthionine α'-methyl ester hydrochloride 
• 75816-53-4 (S)-2-[(S)-2-((2S,3S)-2-{(S)-2-Benzyloxycarbonylamino-3-[(R)-2-methoxycarbonyl-2-(trityl-amino)-ethylsulfanyl]-propionylamino}-3-methyl-pentanoylamino)-3-hydroxy-propionylamino]-4-methyl-pentanoic acid methyl ester 
• 75832-11-0 N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyl-O-diphenylphosphoryl-L-seryl-L-leucine methyl ester N^α'-trityl-L-hemilanthionine α'-methyl ester 

Relevant articles and documents

Diboronic Acid Anhydride-Catalyzed Direct Peptide Bond Formation Enabled by Hydroxy-Directed Dehydrative Condensation

We report the catalytic direct peptide bond formations via dehydrative condensation of β-hydroxy-α-amino acids, affording the serine, threonine, or β-hydroxyvaline-derived peptides in high to excellent yields with high functional group tolerance, minimum epimerization, and excellent chemoselectivity. The key to the success of these atom-economical transformations is the use of diboronic acid anhydride catalyst for the hydroxy-directed reactions.

1,1'-Carbonylbis(3-methylimidazolium) Triflate: An Efficient Reagent for Aminoacylations

Amino acid carboxyl activation and subsequent coupling with nucleophiles frequently suffer from uncertain risks of racemization, complex reagent preparation, or troublesome side-product removal.All of these difficulties are eliminated with a new, simple reagent, 1,1'-carbonylbis(3-methylimidazolium) triflate (CBMIT), obtainable readily by bis-alkylation of carbonyldiimidazole with methyl triflate.Via a highly reactive acyl imidazolium intermediate, CBMIT couples amino acid components or amino acids and alcohols to give peptides and esters, easily isolated in high yield.The reaction medium remains free of any base, and no loss of optical activity is observed.