135192-53-9 Usage
Description
Pentafluorophenyl chlorothionoformate is a chemical compound known for its versatile applications in various chemical reactions and processes. It is characterized by its unique structure and reactivity, making it a valuable tool in the field of organic chemistry.
Uses
Used in Organic Chemistry:
Pentafluorophenyl chlorothionoformate is used as a derivatizing agent for radical-chain deoxygenations of primary alcohols. Its reactivity and selectivity make it a preferred choice in this application, facilitating efficient and specific transformations.
Used in Nucleoside Chemistry:
In the field of nucleoside chemistry, Pentafluorophenyl chlorothionoformate is utilized as a reagent during the conversion of ribonucleoside to arabinonucleosides. Its role in this process is crucial for the synthesis of novel nucleoside derivatives with potential biological activities.
Used in Heterocyclic Chemistry:
Pentafluorophenyl chlorothionoformate is also employed as a reagent in the conversion of 6,8-diethyl-7-hydroxy-5-propyl-hexahydro-indolizin-3-one to O-6,8-diethyl-octahydro-3-oxo-5-propylindolizin-7-yl benzothioate. This application highlights its versatility in facilitating complex transformations in heterocyclic chemistry, leading to the synthesis of structurally diverse and biologically relevant compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 135192-53-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,5,1,9 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 135192-53:
(8*1)+(7*3)+(6*5)+(5*1)+(4*9)+(3*2)+(2*5)+(1*3)=119
119 % 10 = 9
So 135192-53-9 is a valid CAS Registry Number.
InChI:InChI=1/C7ClF5OS/c8-7(15)14-6-4(12)2(10)1(9)3(11)5(6)13
135192-53-9Relevant articles and documents
Bare-minimum fluorous mixture synthesis of a stereoisomer library of 4,8,12-trimethylnonadecanols and predictions of NMR spectra of saturated oligoisoprenoid stereoisomers
Yeh, Edmund A.-H.,Kumli, Eveline,Damodaran, Krishnan,Curran, Dennis P.
supporting information, p. 1577 - 1584 (2013/03/28)
All four diastereomers of a typical saturated oligoisoprenoid, 4,8,12-trimethylnonadecanol, are made by an iterative three-step cycle with the aid of traceless thionocarbonate fluorous tags to encode configurations. The tags have a minimum number of total fluorine atoms, starting at zero and increasing in increments of one. With suitable acquisition and data processing, each diastereomer exhibits characteristic chemical shifts of methyl resonances in its 1H and 13C NMR spectra. Together, these shifts provide a basis to predict the appearance of the methyl region of the spectrum of every stereoisomer of higher saturated oligoisoprenoids.
The Invention of Radical Reactions. Part XXI. Simple Methods for the Radical Deoxygenation of Primary Alcohols.
Barton, Derek H. R.,Blundell, Paul,Dorchak, Joseph,Jang, Doo Ok,Jaszberenyi, Joseph Cs.
, p. 8969 - 8984 (2007/10/02)
Novel radical-chain deoxygenations of primary alcohols are described.The alcohols are acylated with the reagents pentafluorophenyl chlorothionoformate, 2,4,6-trichlorophenyl chlorothionoformate and 4-fluorophenyl chlorothionoformate and the intermediate thionocarbonates are deoxygenated with tributyltin hydride, triphenylsilane, diphenylsilane or phenylsilane in high-yielding reactions.Key Words: Thionocarbonates, Tributyltin hydride, Triphenylsilane, Diphenylsilane, Phenylsilane, Radical deoxygenations.
