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patent

Method for preparation of pentopyranosyl nucleosides

Eschenmoser, Albert
•
Pitsch, Stefan  
•
Wendeborn, Sebastian
1999

Title compds. consisting of ribo-, arabino-, xylo-, or lyxo-pyranoses in place of the usual ribo-furanose, were prepd. and used in solid-phase synthesis to construct (b-D-ribo)-(4'->2')-H-GGGCGGGC-H(I). Thus, 1,2,3,4-tetra-O-benzoyl-a/b-D-ribo-pyranose was substituted at the 1-position with a series of protected nucleoside bases, and the sugar manipulated through a series of steps to give either the 4'-O-dimethoxytrityl-3'-O-benzoyl-2'-O-(allyloxy)(diisopropyl-amino)phosphine compds. suitable for solid-phase synthesis of oligonucleotides, or 2'-O-CO(CH2)5CO2H compds. suitable for attachment to amine-resins to form the initial base of a growing chain. A key step in this synthesis was the simultaneous protection of 3'- and 4'-O by reaction with an aldehyde, ketone, acetal, or ketal protecting group to form cyclic acetals. These intermediates were then used in the construction of I. [on SciFinder (R)]

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Type
patent
EPO Family ID

7864082

Author(s)
Eschenmoser, Albert
Pitsch, Stefan  
Wendeborn, Sebastian
Note

Alternative title(s) : (de) Verfahren zur herstellung von pentopyranosyl-nucleosiden (fr) Procede de preparation de pentopyranosyle-nucleotides (en) Method for the production of pentopyranosyl nucleosides

EPFL units
LCAN  
DOICountry codeKind codeDate issued

DE59908585

DE

D1

2004-03-25

AT259824

AT

T

2004-03-15

EP1070079

EP

B1

2004-02-18

US6545134

US

B1

2003-04-08

AU755533

AU

B2

2002-12-12

JP2002511479

JP

A

2002-04-16

KR20010074475

KR

A

2001-08-04

EP1070079

EP

A2

2001-01-24

BR9909909

BR

A

2000-12-26

WO9952923

WO

A3

2000-01-13

AU3706499

AU

A

1999-11-01

CA2327436

CA

A1

1999-10-21

WO9952923

WO

A2

1999-10-21

DE19815901

DE

A1

1999-10-14

Available on Infoscience
February 27, 2006
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/225875
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