Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Single-Protected α,ω-Diaminoalkanes

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Title:Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Single-Protected α,ω-Diaminoalkanes
Creators:
Pouzar, Vladimír
Černý, Ivan
Drašar, Pavel
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 64, 12, pp. 2035-2043
Uncontrolled Keywords:Haptens, Steroids, Fluoroimmunoassays, Amides, <i>O</i>-Alkyloximes

Abstract

New approach to the synthesis of steroid oximes bearing <i>O</i>-substituents with terminal amino groups was described. The easily accessible steroid <i>O</i>-(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 <i>O</i>-(carboxymethyl)oxime group in positions 7 and 17. The decomposition of target products was observed during deprotection of substituted 19-oximes. <p>

Title:Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Single-Protected α,ω-Diaminoalkanes
Creators:
Pouzar, Vladimír
Černý, Ivan
Drašar, Pavel
Uncontrolled Keywords:Haptens, Steroids, Fluoroimmunoassays, Amides, <i>O</i>-Alkyloximes
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:64
Number:12
Page Range:pp. 2035-2043
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19992035UNSPECIFIED
ID Code:1614
Item Type:Article
Deposited On:06 Feb 2009 17:11
Last Modified:06 Feb 2009 16:11

Citation

Pouzar, Vladimír; Černý, Ivan; Drašar, Pavel (1999) Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Single-Protected α,ω-Diaminoalkanes. Collection of Czechoslovak Chemical Communications, 64 (12). pp. 2035-2043. ISSN 0010-0765

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