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Title:
URIDINES SUBSTITUTED AT 5-POSITION, ITS PRODUCTION AND USE THEREOF
Document Type and Number:
Japanese Patent JPH07165786
Kind Code:
A
Abstract:

PURPOSE: To obtain new uridines substituted at the 5-position useful for producing, etc., oligonucleotides having the 5-position of thymine group bound to a labeling compound by reacting, etc., an arabinoaminoxazoline with dimethyl α-bromomethylfumarate.

CONSTITUTION: This method for producing the objective uridines, substituted at the 5-position and expressed by formula V [R is H or OH; X is NH2, NHC 0CF3, etc.; (n) is 2, 3, or 6] is to react arabinoaminoxazoline expressed by formula I with dimethyl (α-bromomethylfumarate expressed by formula II (Me is methyl), provide 2, 2'-anhydro-5-methoxycarbonylmethyluridine expressed by formula III, then react the resultant compound with acetyl bromide, afford 2'-deoxy-2'-bromo-3',5'-diacetoxy-5-methoxycarbonylmethyluridine expressed by formula IV, further reduce the prepared compound with tri-n-butyltin hydrlde, subsequently successively react the reduced compound with diamines and ethyl trifluoroacetate or treat the reduced compound with acetic anhydride/acetic acid, subsequently hydrolyze the treatment product and then successively react the resultant hydrolyzate with diamines and ethyl trifluoroacetate.


Inventors:
SAWAI HIROAKI
Application Number:
JP34133493A
Publication Date:
June 27, 1995
Filing Date:
December 10, 1993
Export Citation:
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Assignee:
SAWAI HIROAKI
International Classes:
G01N33/58; C07H19/067; C07H19/073; C07H21/04; C12Q1/68; (IPC1-7): C07H19/073; C07H19/067; G01N33/58
Attorney, Agent or Firm:
Nobuo Kaida (2 outside)