Base-labile 5'-OH protecting groups - A new approach in oligonucleotide synthesis

1990 ◽  
Vol 55 (s1) ◽  
pp. 197-200
Author(s):  
Helga Schirmeister ◽  
Wolfgang Pfleiderer



1999 ◽  
Vol 64 (12) ◽  
pp. 2035-2043 ◽  
Author(s):  
Vladimír Pouzar ◽  
Ivan Černý ◽  
Pavel Drašar

New approach to the synthesis of steroid oximes bearing O-substituents with terminal amino groups was described. The easily accessible steroid O-(carboxymethyl)oximes were reacted with single-protected Boc-α,ω-diaminoalkanes to give corresponding amide intermediates. From them the Boc protecting groups were cleaved with trifluoroacetic acid to afford the desired steroid derivatives with terminal amino groups. The procedure was succesfully tested on steroids with O-(carboxymethyl)oxime group in positions 7 and 17. The decomposition of target products was observed during deprotection of substituted 19-oximes.



1986 ◽  
Vol 17 (32) ◽  
Author(s):  
L. J. MCBRIDE ◽  
R. KIERZEK ◽  
S. L. BEAUCAGE ◽  
M. H. CARUTHERS


2010 ◽  
Vol 12 (11) ◽  
pp. 2496-2499 ◽  
Author(s):  
Akihiro Ohkubo ◽  
Yasukazu Kuwayama ◽  
Yudai Nishino ◽  
Hirosuke Tsunoda ◽  
Kohji Seio ◽  
...  


1991 ◽  
Vol 32 (11) ◽  
pp. 1511-1514 ◽  
Author(s):  
Ramon Eritja ◽  
Jordi Robles ◽  
Dolors Fernandez-Forner ◽  
Fernando Albericio ◽  
Ernest Giralt ◽  
...  


1998 ◽  
Vol 45 (4) ◽  
pp. 949-976 ◽  
Author(s):  
K Kamaike ◽  
H Takahashi ◽  
K Morohoshi ◽  
N Kataoka ◽  
T Kakinuma ◽  
...  

A comparative study on the utility of 2-(levulinyloxymethyl)-5-nitrobenzoyl (LMNBz) and 2-(levulinyloxymethyl)benzoyl (LMBz) protecting groups for the 5'-positions of nucleoside 3'-phosphoramidite derivatives in the oligonucleotide synthesis is presented in terms of the syntheses of TpTpT, TpTpTpT, and UpCpApGpUpUpGpG. In addition we describe the synthesis, using the LMNBz protecting group, of the CpCpA terminus triplet of tRNAs bearing exocyclic amino groups with 15N-labeling, and the trimer Gp[A*]pG containing 2'-O-(beta-D-ribofuranosyl)adenosine ([A*]), the latter of which is found at position 64 in the yeast initiator tRNA(Met).



2005 ◽  
Vol 24 (5-7) ◽  
pp. 1009-1013 ◽  
Author(s):  
Fernando Ferreira ◽  
François Morvan


2003 ◽  
Vol 22 (5-8) ◽  
pp. 1011-1015 ◽  
Author(s):  
Kazuo Kamaike ◽  
Takashi Namiki ◽  
Etsuko Kawashima




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