File:Oxandrolones synthesis.svg

From Wikimedia Commons, the free media repository
Jump to navigation Jump to search

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

Captions

Captions

Add a one-line explanation of what this file represents

Summary[edit]

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
W3C grn 
The SVG code is valid.
OtherTool logo-V 
This vector image was created with LaTeX by Rubber Duck ().
OOjs UI icon language-constructive 
 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[edit]

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.

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)Krishnavedala (talk | contribs)updated source-code and better conversion using dvisvgm
13:27, 8 November 2014Thumbnail for version as of 13:27, 8 November 2014591 × 412 (59 KB)Krishnavedala (talk | contribs)fixed reagent and structures according to reference
18:50, 2 November 2014Thumbnail for version as of 18:50, 2 November 2014591 × 412 (65 KB)Krishnavedala (talk | contribs)User created page with UploadWizard

There are no pages that use this file.

File usage on other wikis

The following other wikis use this file:

  • Usage on cs.wikipedia.org
  • Usage on en.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