60644-13-5

Basic information

• Product Name: L-Alanine, N-[(phenylmethoxy)carbonyl]-L-phenylalanyl-, ethyl ester
• CAS NO: 60644-13-5
• Molecular Formula: C22H26N2O5
• Molecular Weight: 398.459
• Mol File: 60644-13-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: L-Alanine, N-[(phenylmethoxy)carbonyl]-L-phenylalanyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Alanine, N-[(phenylmethoxy)carbonyl]-L-phenylalanyl-, ethyl ester(60644-13-5)
• EPA Substance Registry System: L-Alanine, N-[(phenylmethoxy)carbonyl]-L-phenylalanyl-, ethyl ester(60644-13-5)

Safety Data

• Hazardous Substances Data: 60644-13-5(Hazardous Substances Data)

Upstream product

• 3082-75-5 L-Alanine ethyl ester 
• 1161-13-3 N-Cbz-L-Phe 
• 84758-92-9 ((S)-1-Benzyl-2-dibenzoylamino-2-oxo-ethyl)-carbamic acid benzyl ester 
• 1115-59-9 (S)-alanine ethyl ester hydrochloride 
• 87072-42-2 Z-L-phenylalanine DCHA salt 
• 64-17-5 ethanol 
• 3338-39-4 N-benzyloxycarbonyl-L-phenylalanyl-L-alanine 
• 84758-90-7 2-<1-amino>-2-phenylethyl>-4,5-diphenyloxazole 
• 84758-88-3 (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid 2-oxo-1,2-diphenyl-ethyl ester 
• 3397-32-8 N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester 
• 501-53-1 benzyl chloroformate 
• 63-91-2 L-phenylalanine 

Downstream Products

• 97859-64-8 (S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionic acid ethyl ester; hydrobromide 
• 97800-91-4 N-[(S)-1-((S)-1-Carbamoyl-ethylcarbamoyl)-2-phenyl-ethyl]-nicotinamide 
• 97800-89-0 (S)-2-{(S)-3-Phenyl-2-[(pyridine-3-carbonyl)-amino]-propionylamino}-propionic acid ethyl ester 
• 97800-70-9 1-Benzyl-3-[(S)-1-((S)-1-carbamoyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyridinium; bromide 

Relevant articles and documents

Tandem deprotection/coupling for peptide synthesis in water at room temperature

A tandem deprotection/coupling sequence is reported for solution-phase peptide synthesis in water under micellar catalysis conditions using the designer surfactant TPGS-750-M. Cbz deprotection followed by peptide coupling in the presence of COMU and 2,6-lutidine afforded polypeptides containing up to 10 amino acid residues. A broad scope characterizes this new technology. No epimerization has been detected. The associated E Factors, as a measure of "greenness" and known to be extremely high for peptide couplings, have been reduced to less than 10 due to the step-economy and minimal amounts of organic solvent needed for product extraction.

Heterogeneous catalysis with nickel-on-graphite (Ni/Cg): Reduction of aryl tosylates and mesylates

(Chemical Equation Presented) How would you reduce an aryl OH group? Traditionally, a palladium catalyst, a mild source of hydride, and a triflate derivative are used in solution. A more modern alternative is presented that is not only economical but heterogeneous as well. Nickel-on-graphite (Ni/C g) is introduced as a very inexpensive catalyst that reduces aryl tosylates and mesylates with excellent functional group tolerance.

KINETICS OF THE ALKALINE HYDROLYSIS OF SEVERAL N-BENZYLOXYCARBONYLDIPEPTIDE METHYL AND ETHYL ESTERS

The reaction rates of the alkaline hydrolysis of synthesized N-protected dipeptide methyl and ethyl esters were studied systematically.From the kinetic data the energies of activation, the pre-exponential factors and the reference values at 40 deg C were calculated.The rate of hydrolysis shows to be strongly dependent on the C-terminal amino acid in the sequence Gly >> Ala/Met/Phe > Leu >> Val/Pro.Surprisingly the N-terminal amino acid also exerts an effect, but in a different sequence.N-Terminal Phe in particular shows a relative accelerating effect.Remarkable is the significantly faster ester hydrolysis of glycine containing dipeptide ethyl esters in ethanol/water compared to the corresponding methyl esters in methanol/water.