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Protecting groups and

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Boc-ON  

Silanes

PMB OH

t-Butanol   

Cbz-Osu  

Thiol   

Benzyl alcohol

FluoMar  

Oxybenzaldehyde

Fmoc  

Trityl Chlorides

Trityl Alcohols

Thiophenol

 

Fluorous tags are perfluoroalkyl modified versions of traditional protecting groups familiar to synthetic organic chemists.  Conceptually they are very similar to solid phase tags, but fluorous tags and fluorous tagged substrates are soluble in most organic solvents, such as DMF, THF, CH2Cl2, etc.  This provides some distinct advantages over solid phase tagging strategies including solution phase kinetics, complete control of reaction stoichiometry, and the ability to monitor reactions easily using traditional analytical techniques, including TLC, NMR, GC, LC/MS, and IR.  The fluorous tagged materials are easily separated from non-tagged components by F-SPE.  Fluorous tags have been used in a variety of total, parallel, and mixture syntheses (1-3).

1. Zhang, W. “Fluorous Protecting Groups and Tags” in Handbook of Fluorous Chemistry Gladysz, J. A.; Curran, D. P.; Horvath, I. T. Eds. Wiley-VCH, 2004, pp222-2362.

2. Zhang, W. “Fluorous Tagging Strategy for Solution-Phase Synthesis of Small Molecules, Peptides and Oligosaccharides” Curr. Opin. Drug Disov. Develop. 2004, 7, 784-797.

3. Curran, D. P. In Stimulating Concepts in Chemistry; Stoddard, F., Reinhoudt, D., Shibasaki, M., Eds.; Wiley-VCH: New York, 2000, p 25-37.

 
Trityl alcohol
Rf NAME/CAS# PROPERTIES CATALOG# QTY PRICE
C8F17 Fluorous trityl alcohol  - (F-Tr-OH)

1-[4-(1H,1H,2H,2H-Perfluorodecyl)phenyl]-1,1-diphenylmethanol

 
C29H19F17O
F017062-0002 2g Inquire
    FW:  706.27 F017062-0010 10g Inquire
      F017062-0025 25g Inquire
           
           
Monomethoxy Trityl alcohol
  MMT-OH
C8F17

Fluorous Monomethoxy trityl alcohol  (F-MMT-OH)

1-(4-Methoxyphenyl)-1-[4-(1H,1H,2H,2H-perfluorodecyl)phenyl]-1-phenylmethanol

C30H21F17O
F017234-0002 2g Inquire
    FW:  736.47 F017234-0010 10g Inquire
      F017234-0025 25g Inquire
           
           
Dimethoxy Trityl alcohol
  DMT-OH
C8F17

F17 Dimethoxyl Trityl Alcohol (F17 DMT-OH)  -  1,1-Di-(4-methoxyphenyl)-1-[4-(1H,1H,2H,2H-perfluorodecyl) phenyl]methanol

C31H23F17O3
F017064-0002 2g Inquire
    FW:  766.49 F017064-0010 10g Inquire
      F017064-0025 25g Inquire