105751-07-3Relevant articles and documents
A New Approach to Phosphoserine and Phosphothreonine Synthons Suitable for the Stepwise Synthesis of Phosphopeptides.
Mora, N.,Lacombe, J. M.,Pavia, A. A.
, p. 2461 - 2464 (2007/10/02)
Several phosphoserine and phosphothreonine synthons suitable for the stepwise synthesis of phosphopeptides have been prepared.Treatment of methylthiomethyl (MTM) esters of either benzyloxycarbonyl (Z), tert-butyloxycarbonyl (Boc) and allyloxycarbonyl (Alloc) serine and/or threonine with phosphochloridate in pyridine, followed by MgBr2 cleavage of MTM in diethylether, afforded the title compounds in excellent yields.
Synthesis of Casein-Related Peptides and Phosphopeptides. VII. The efficient Synthesis of Ser(P)-Containing peptides by the Use of Boc-Ser(PO3R2)-OH Derivatives
Perich, John W.,Alewood, Paul F.,Johns, R. B.
, p. 233 - 252 (2007/10/02)
A new approach to the synthesis of Ser(PO3R2)-containing peptides by using five protected Boc-Ser(PO3R2)-OH (R = phenyl, ethyl, methyl, benzyl, t-butyl) derivatives is described.The five Boc-protected derivatives are prepared by a simple three-step synthe
SOLUTION-PHASE SYNTHESIS OF AN O-PHOSPHOSERYL-CONTAINING PEPTIDE USING PHENYL PHOSPHOROTRIESTER PROTECTION
Perich, J.W.,Alewood, P.F.,Johns, R.B.
, p. 1373 - 1376 (2007/10/02)
The solution-phase synthesis of TFA*H2-Glu-PSer-Leu 9 is reported using the protected phosphoroamino acid, Nα-tert-butoxycarbonyl-O-(diphenylphosphoro)-L-serine 4.
An Efficient One-Pot Synthesis of N-Protected α-Amino-β-dialkoxyphosphinyloxy(diphenoxyphosphinyloxy)-carboxylic Acids (Phosphate-Group Esters of O-Phosphorylated N-Protected α-Amino-β-hydroxyamino Acids)
Perich, John W.,Alewood, Paul F.,Johns, R. B.
, p. 572 - 573 (2007/10/02)
Dialkyl or diphenyl phosphorochloridites readily phosphitylate N-Boc- and N-Z-serine in the presence of pyridine to give N-protected O,O'-disubstituted phosphoserines in high yields after iodine/water oxidation.This procedure was also extended to the preparation of N-protected O,O'-disubstituted phosphothreonines and N-protected O,O'-disubstituted phosphotyrosines.
A NOVEL APPROACH TO PHOSPHOPEPTIDE SYNTHESIS-PREPARATION OF GLU-PSER-LEU
Alewood, P. F.,Perich, J. W.,Johns, R. B.
, p. 987 - 990 (2007/10/02)
A synthesis of the phosphotripeptide Glu-PSer-Leu is reported via the stepwise incorporation of the protected phosphoamino acid Nα-tert-butoxycarbonyl-O-dibenzylphosphono-L-serine.
