Preparation of 3β-Acetoxy-5β-pregnan-20-one from 3α-Acetoxy-5β-cholan-24-oic Acid Aimed at the Isotopic Labelling of the Pregnane Side Chain-Reference-Cited by-同舟云学术

Preparation of 3β-Acetoxy-5β-pregnan-20-one from 3α-Acetoxy-5β-cholan-24-oic Acid Aimed at the Isotopic Labelling of the Pregnane Side Chain

Published:1984-11-01 Issue:11 Volume:39 Page:1617-1621
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Deluca Mónica E.¹,Seldes Alicia M.¹,Garraffo Hugo M.¹,Gros Eduardo G.¹

Affiliation:

1. Departamento de Química Orgánica y UMYMFOR , Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pab. 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina

Abstract

Abstract 3α-Acetoxy-5β-cholan-24-oic acid was transformed into 3β-acetoxy-5β-pregnan-20-one by a sequence of reactions that involves inversion o f the configuration at C-3 and degradation of the side chain of the bile acid. The procedure would allow the introduction of a label at C-21 of the final compound.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-1984-1125/pdf

Cited by 4 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Synthesis of 3?-Hydroxy[21-14C]-5?-pregn-8(14)-en-20-one from Chenodeoxycholic Acid;Helvetica Chimica Acta;1986-12-10

2. Biosynthesis of bufadienolides in toads. VI. experiments with [1,2-3H]cholesterol, [21-14C]coprostanol, and 5β-[21-14C]pregnanolone in the toad Bufo arenarum;Steroids;1986-09

3. Studies on the conformations in solution of 5β-steroids having different side chains by13C NMR spectroscopy;Magnetic Resonance in Chemistry;1986-03

4. ChemInform Abstract: PREPARATION OF 3β-ACETOXY-5β-PREGNAN-20-ONE FROM 3α-ACETOXY-5β-CHOLAN-24-OIC ACID AIMED AT THE ISOTOPIC LABELING OF THE PREGNANE SIDE CHAIN;Chemischer Informationsdienst;1985-04-02