scholarly journals Solution-phase synthesis of oligodeoxyribonucleotides using the H-phosphonate method with N-unprotected 5′-phosphite monomers

RSC Advances ◽  
2021 ◽  
Vol 11 (60) ◽  
pp. 38094-38107
Author(s):  
Hiromasa Matsuda ◽  
Erina Yoshida ◽  
Takaaki Shinoda ◽  
Kazuki Sato ◽  
Rintaro Iwata Hara ◽  
...  

A new strategy for a solution-phase synthesis of oligodeoxyribonucleotides with 5′-phosphite monomers synthesized in a single step from unprotected 2′-deoxyribonucleosides.

Author(s):  
François Morvan ◽  
Aude-Emmanuelle Navarro ◽  
Cécile Dueymes ◽  
Ilaria Adamo ◽  
Andreas Schoenberger ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 33 (35) ◽  
pp. 123-123
Author(s):  
Young K. Yun ◽  
John A. Porco Jr. ◽  
Jeff Labadie

2003 ◽  
Vol 6 (2) ◽  
pp. 181-184 ◽  
Author(s):  
Changhua An ◽  
Kaibin Tang ◽  
Bin Hai ◽  
Guozhen Shen ◽  
Chunrui Wang ◽  
...  

1989 ◽  
Vol 42 (9) ◽  
pp. 1519 ◽  
Author(s):  
RM Valerio ◽  
JW Perich ◽  
EA Kitas ◽  
PF Alewood ◽  
RB Johns

The PTyr (O-phosphotyrosine) pentapeptide H-Asn-Glu-Tyr(PO3H2)-Thr-Ala-OH.HO2CCF3, which is a naturally occurring sequence from the autophosphorylated Rous sarcoma virus pp60V-SrC, was prepared in high yield by the use of Boc-Tyr(PO3Me2)-OH in the Boc mode of solution-phase peptide synthesis. The protected pentapeptide, Z-Asn-Glu(OBzl)-Tyr(PO3Me2)-Thr(Bzl)-Ala-OBzl, was deprotected by a two-stage procedure which involved initial palladium-catalysed hydrogenolysis followed by the removal of the phosphate methyl groups by the use of one of the following treatments: (A) 10% bromotrimethylsilane/acetonitrile, (B) 1 M bromotrimethylsilane/thioanisole in trifluoroacetic acid, or (C) trifluoromethanesulfonic acid/trifluoroacetic acid/dimethyl sulfide/m-cresol.


Sign in / Sign up

Export Citation Format

Share Document