Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Amino Alcohols

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Title:Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Amino Alcohols
Creators:
Pouzar, Vladimír
Černý, Ivan
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 61, 2, pp. 288-297
Uncontrolled Keywords:Connecting bridge, Steroid synthesis, Haptens

Abstract

New approach to the preparation of steroids with connecting bridge, based on an <i>O</i>-carboxymethyloxime (CMO) structure, and with terminal hydroxy group, is presented. 17-CMO derivatives of 3β-acetoxy- and 3β-methoxymethoxyandrost-5-en-17-one were condensed with α,ω-amino alcohols to give derivatives with a chain of seven to nine atoms. After THP-protection, these compounds were converted to 3-keto-4-ene derivatives. An alternative synthesis consisted in transformation of 17-CMO derivatives with bonded amino acids by reduction of the terminal carboxyl. The resulting compounds were designed as building blocks for the preparation of bis-haptens for sandwich immunoassays.

Title:Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Amino Alcohols
Creators:
Pouzar, Vladimír
Černý, Ivan
Uncontrolled Keywords:Connecting bridge, Steroid synthesis, Haptens
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:61
Number:2
Page Range:pp. 288-297
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19960288UNSPECIFIED
ID Code:931
Item Type:Article
Deposited On:06 Feb 2009 17:05
Last Modified:06 Feb 2009 16:05

Citation

Pouzar, Vladimír; Černý, Ivan (1996) Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Amino Alcohols. Collection of Czechoslovak Chemical Communications, 61 (2). pp. 288-297. ISSN 0010-0765

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