73994-90-8Relevant academic research and scientific papers
MW-enhanced high-speed deprotection of Boc group using p-TsOH and concommitant formation of N-Me-amino acid benzyl ester p-TsOH salts
Suresh Babu, Vommina V.,Patil, Basanagoud S.,Vasanthakumar, Ganga-Ramu
, p. 1795 - 1802 (2007/10/03)
A high-speed, complete deprotection of Boc group from Boc amino acids and protected peptide esters employing p-TsOH in toluene under microwave irradiation is found to be complete in 30s. The deprotection can be carried out in methanol and acetonitrile also. Under the present conditions, C-peptide benzyl esters and O-benzyl ethers have been found to be stable. This has permitted us to carry out the synthesis of [Leu]enkephalin employing the Boc/Bzl-group strategy. Further more, it has been found that both Nα-Fmoc and N α-Z groups are completely stable. The present conditions can be extended for the concomitant removal of the Boc group and the formation of C-benzyl amino acid esters as well. This has been utilized for the synthesis of N-Me amino acid benzyl esters starting from Boc-N-Me amino acids in a single step. Copyright Taylor & Francis, Inc.
Some Ester Derivatives of 2-Methylalanine as Intermediates in Peptide Synthesis
Stewart, Frederick H.C.
, p. 121 - 129 (2007/10/02)
The o-nitrophenylthio derivative of-methylalanine served as the precursor of several new ester hydrochlorides, which have been investigated as intermediates for the synthesis of peptides containing this amino acid.Particular consideration is given to the effect of the steric hindrance associated with 2-methylalanine.Synthesis of 2-methylalanyl analogue of the opiate agonist leucine-enkephalin is described.
