[5] Trifluoroacetic acid cleavage and deprotection of resin-bound peptides following synthesis by Fmoc chemistry

1997 ◽  
pp. 67-83 ◽  
Author(s):  
Cynthia A. Guy ◽  
Gregg B. Fields
Keyword(s):  
Trifluoroacetic Acid ◽  
Fmoc Chemistry ◽  
Acid Cleavage

scholarly journals Frontispiece: A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

2014 ◽  
Vol 53 (36) ◽  
pp. n/a-n/a
Author(s):  
Koushik Chandra ◽  
Tapta Kanchan Roy ◽  
Deborah E. Shalev ◽  
Abraham Loyter ◽  
Chaim Gilon ◽  
...  
Keyword(s):  
Trifluoroacetic Acid ◽  
Peptide Cyclization ◽  
Acid Cleavage

A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

2014 ◽  
Vol 126 (36) ◽  
pp. 9604-9609 ◽  
Author(s):  
Koushik Chandra ◽  
Tapta Kanchan Roy ◽  
Deborah E. Shalev ◽  
Abraham Loyter ◽  
Chaim Gilon ◽  
...  
Keyword(s):  
Trifluoroacetic Acid ◽  
Peptide Cyclization ◽  
Acid Cleavage

Frontispiz: A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

2014 ◽  
Vol 126 (36) ◽  
pp. n/a-n/a
Author(s):  
Koushik Chandra ◽  
Tapta Kanchan Roy ◽  
Deborah E. Shalev ◽  
Abraham Loyter ◽  
Chaim Gilon ◽  
...  
Keyword(s):  
Trifluoroacetic Acid ◽  
Peptide Cyclization ◽  
Acid Cleavage

A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

2014 ◽  
Vol 53 (36) ◽  
pp. 9450-9455 ◽  
Author(s):  
Koushik Chandra ◽  
Tapta Kanchan Roy ◽  
Deborah E. Shalev ◽  
Abraham Loyter ◽  
Chaim Gilon ◽  
...  
Keyword(s):  
Trifluoroacetic Acid ◽  
Peptide Cyclization ◽  
Acid Cleavage

Total Synthesis of Methotrexate-γ-TRIS-Fatty Acid Conjugates

2002 ◽  
Vol 55 (10) ◽  
pp. 635 ◽  
Author(s):  
C. L. Francis ◽  
Q. Yang ◽  
N. K. Hart ◽  
F. Widmer ◽  
M. K. Manthey ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Total Synthesis ◽  
Trifluoroacetic Acid ◽  
Butyl Ester ◽  
Tert Butyl ◽  
Acid Cleavage

Several routes for the regiospecific synthesis of lipophilic γ-conjugates of methotrexate are described. Coupling of methotrexate-α-tert-butyl ester with glycyl-TRIS-(mono-/di-/tri-)palmitate followed by trifluoroacetic acid cleavage of the α-protection afforded the target methotrexate-γ-glycyl-TRIS-(mono-/di-/tri-)palmitate derivatives. Methotrexate-α-benzyl-γ-glycyl-TRIS-tripalmitate was prepared but no method was found to selectively cleave the α-ester. A method where the diaminopteridinylmethyl moiety was attached last was successful, but was low yielding in the final step. Coupling of 4-amino-4-deoxy-N10-methylpteroic acid with glutamoyl-γ-glycyl-TRIS-palmitate derivatives efficiently afforded the desired conjugates.

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