88501-00-2 Usage
Description
4-Hydroxy-L-proline benzyl ester 4-toluenesulfonate, with the chemical name (2S,4R)-4-Hydroxy-proline Benzyl Ester, Toluene Sulfonic Acid Salt (CAS# 88501-00-2), is a white solid compound that is useful in organic synthesis. It is a derivative of L-proline, an essential amino acid, with a benzyl ester group attached to the hydroxyl group and a 4-toluenesulfonate counterion. This unique structure makes it a versatile building block in the synthesis of various organic compounds.
Uses
Used in Organic Synthesis:
4-Hydroxy-L-proline benzyl ester 4-toluenesulfonate is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows for the formation of different chemical bonds and reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Hydroxy-L-proline benzyl ester 4-toluenesulfonate is used as a key building block for the synthesis of drug candidates. Its presence in the structure of these compounds can contribute to their biological activity, making it an essential component in the development of new medications.
Used in Agrochemical Industry:
4-Hydroxy-L-proline benzyl ester 4-toluenesulfonate is also used in the agrochemical industry for the synthesis of active ingredients in pesticides and other crop protection products. Its unique structure can provide specific properties to these compounds, enhancing their effectiveness in protecting crops from pests and diseases.
Used in Research and Development:
In research and development, 4-Hydroxy-L-proline benzyl ester 4-toluenesulfonate is used as a starting material for the exploration of new chemical reactions and the synthesis of novel compounds. Its unique structure allows researchers to investigate its reactivity and potential applications in various fields, contributing to the advancement of scientific knowledge.
Check Digit Verification of cas no
The CAS Registry Mumber 88501-00-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,5,0 and 1 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 88501-00:
(7*8)+(6*8)+(5*5)+(4*0)+(3*1)+(2*0)+(1*0)=132
132 % 10 = 2
So 88501-00-2 is a valid CAS Registry Number.
88501-00-2Relevant articles and documents
Incorporation of fluoroprolines to proctolin: Study on the effect of a fluorine atom toward peptidic conformation
Kitamoto, Takamasa,Ozawa, Taeko,Abe, Megumi,Marubayashi, Shunsuke,Yamazaki, Takashi
, p. 286 - 293 (2008/12/22)
In spite of quite small steric perturbation, substitution of proline (Pro) in the target pentapeptide proctolin (Arg-Tyr-Leu-Pro-Thr) for (4R)- as well as (4S)-4-fluoroproline led to apparent alteration of the pyrrolidine ring structure which eventually r
Regioselective enolization and alkylation of 4-oxo-N-(9-phenylfluoren-9-yl)proline: Synthesis of enantiopure proline-valine and hydroxyproline-valine chimeras
Sharma, Raman,Lubell, William D.
, p. 202 - 209 (2007/10/03)
The regioselective enolization of 4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester (5) followed by alkylation with different alkyl halides has been used to synthesize a variety of β-alkylproline derivatives. In particular, enolization of 5 with 400 mol % of KN(SiMe3)2 and alkylation with iodomethane provided 3,3-dimethyl-4-oxo-N-(9-phenylfluoren-9-yl)proline benzyl ester (7a) in excellent yield. Subsequent hydride reduction of ketone 7a and protecting group exchange by hydrogenation in the presence of di-tert-butyl dicarbonate provided enantiopure (2S,4R)- and (2S,-4S)-3,3-dimethyl-4-hydroxy-N-(BOC)prolines 2. Hydroxyproline-valine chimeras (2S,4R)- and (2S,4S)-2 are each synthesized from hydroxyproline in six steps and 27% respective overall yield. Deoxygenation of 3,3-dimethyl-4-hydroxy-N-(9-phenylfluoren-9-yl)proline benzyl esters 9 via their conversion to xanthates 10 followed by tributylstannane-mediated reduction provided 3,3-dimethyl-N-(9-phenylfluoren-9-yl)proline benzyl ester (11) in excellent yield. Hydrogenation of 11 with Pearlman's catalyst in the presence of di-tert-butyl dicarbonate then furnished (2S)-3,3-dimethyl-N-(BOC)proline (1) in the last step of an eight-step synthesis (41% overall yield) from hydroxyproline. Both proline-valine and hydroxyproline-valine chimeras 1 and 2 were designed to serve as tools for studying the conformational requirements of biologically active peptides.
SUBSTITUTED 4-PHENOXY OR 4-PHENYLTHIO PROLINES
-
, (2008/06/13)
This invention is directed to substituted 4-phenoxy and 4-phenylthio prolines of the formula STR1 which possess useful hypotensive activity.
