Jump to content

File:Oxandrolones synthesis.svg

Page contents not supported in other languages.
This is a file from the Wikimedia Commons
From Wikipedia, the free encyclopedia

Original file (SVG file, nominally 548 × 356 pixels, file size: 31 KB)

Summary

Description
English: Counsell/Pappo synthesis of Oxandrolone
Date
Source

Recreated by Krishnavedala using reference:

Cabaj, John E.; Kairys, David; Benson, Thomas R. (2007). "Development of a Commercial Process to Produce Oxandrolone". Organic Process Research and Development 11 (3): 378–388. DOI:10.1021/op060231b.
Author Krishnavedala
SVG development
InfoField
 
The SVG code is valid.
 
This vector image was created with LaTeX by Rubber Duck ().
 
 This file uses embedded text that can be easily translated using a text editor.
Source code
InfoField

SVG code

\documentclass[12pt,border=3pt,tikz,class=scrartcl,multi=false]{standalone}
\usepackage{times}
\usepackage[T1]{fontenc}
\usepackage[latin1]{inputenc}
\usepackage{mathtools,amssymb}
\usepackage{pgfplots}
\pgfplotsset{compat=1.12}
\usetikzlibrary{positioning,calc,arrows,fit,backgrounds,decorations.text,shapes}
 
\usepackage{chemfig,chemmacros}
\renewcommand*{\familydefault}{\sfdefault}
\renewcommand*\printatom[1]{\ensuremath{\mathsf{#1} } }
\setatomsep{1.7em}
\setdoublesep{.6ex}
\setarrowdefault{,1,ultra thick}
\setbondstyle{very thick,cap=but}
\definesubmol\nobond{-[,0.2,,,draw=none]}
 
\pagestyle{empty}
\thispagestyle{empty}
\begin{document}
\renewcommand{\baselinestretch}{.5}
\schemestart[][west]
    \chemfig{O=[:30]
    *6(--(<:[6]H)
    	*6(---
        	*6(-
            	*5(---(<:[::-20])(<[::-80]OH)-(<[2]))
             ----)
          --(<[2]))
     ----)
     }
     \arrow{->[\parbox{2.8cm}{1) \ch{Br2},\ch{NaOAc}\\\ch{AcOH}, rt}][\parbox{2.8cm}{2) \ch{LiCl},\ch{Li2CO3}\\DMF, reflux}]}[,2]
     \chemfig{O=[:30]
    *6(--(<:[6]H)
    	*6(---
        	*6(-
            	*5(---(<:[::-20])(<[::-80]OH)-(<[2]))
             ----)
          --(<[2]))
     --=-)
     }
     \arrow{->[*0\parbox{2.5cm}{\ch{OsO4}/\ch{Pb(OAc)4}\\\ch{AcOH},\ch{H2O}, rt}]}[-90]
     \chemfig{HO-[:30](=[:-30]O)-[2]-[::-60]
    	*6((<:[6]H)---
        	*6(-
            	*5(---(<:[::-20])(<[::-80]OH)-(<[2]))
             ----)
          --(<[2])(-[:150](=[::60]O)-[::-60]H)-)
     }
     \arrow{->[\ch{NaBH4},\ch{NaOH}][rt]}[180,2]
     \chemfig{O=[:30]
    *6(--(<:[6]H)
    	*6(---
        	*6(-
            	*5(---(<:[::-20])(<[::-80]OH)-(<[2]))
             ----)
          --(<[2]))
     ---O-)
     }
\schemestop
\end{document}

Licensing

Public domain This image of a simple structural formula is ineligible for copyright and therefore in the public domain, because it consists entirely of information that is common property and contains no original authorship.

Captions

Add a one-line explanation of what this file represents

Items portrayed in this file

depicts

2 November 2014

File history

Click on a date/time to view the file as it appeared at that time.

Date/TimeThumbnailDimensionsUserComment
current21:37, 11 April 2015Thumbnail for version as of 21:37, 11 April 2015548 × 356 (31 KB)Krishnavedalaupdated source-code and better conversion using dvisvgm
13:27, 8 November 2014Thumbnail for version as of 13:27, 8 November 2014591 × 412 (59 KB)Krishnavedalafixed reagent and structures according to reference
18:50, 2 November 2014Thumbnail for version as of 18:50, 2 November 2014591 × 412 (65 KB)KrishnavedalaUser created page with UploadWizard

The following page uses this file:

Global file usage

The following other wikis use this file:

  • Usage on cs.wikipedia.org
  • Usage on gl.wikipedia.org
  • Usage on id.wikipedia.org
  • Usage on sh.wikipedia.org
  • Usage on sr.wikipedia.org
  • Usage on sv.wikipedia.org
  • Usage on zh.wikipedia.org

Metadata