89797-68-2 Usage
Description
5-(Ethylthio)-1H-tetrazole (ETT) is a white crystalline compound that serves as an efficient activator in the synthesis of oligonucleotides, specifically activating nucleoside phosphoramidites towards condensation with nucleosides to form dinucleoside phosphates.
Used in Pharmaceutical Industry:
5-(Ethylthio)-1H-tetrazole is used as a reagent for the synthesis of nucleoside analogs, which are crucial in the development of antiviral and anticancer drugs. Its activating properties enhance the efficiency of nucleoside incorporation into oligonucleotides, facilitating the creation of therapeutic agents.
Used in Biochemical Research:
5-(Ethylthio)-1H-tetrazole is used as a catalyst in the synthesis of modified nucleic acids, enabling researchers to study the structure, function, and interactions of DNA and RNA molecules. This contributes to a deeper understanding of genetic information and its manipulation for various applications.
Used in Diagnostics:
5-(Ethylthio)-1H-tetrazole is used as a component in the development of diagnostic tools, such as DNA probes and primers, which are essential for detecting and identifying genetic sequences. Its role in activating nucleoside phosphoramidites ensures the accurate and efficient synthesis of these probes and primers.
Used in DNA and RNA Synthesis:
5-(Ethylthio)-1H-tetrazole is used as an activator in the synthesis of DNA and RNA molecules, playing a critical role in the formation of dinucleoside phosphates. This activation process is vital for the assembly of oligonucleotides, which are the building blocks of genetic material and have applications in various fields, including medicine, research, and biotechnology.
Preparation
5-(Ethylthio)-1H-Tetrazole is prepared from the corresponding alkyl thiocyanate and sodium azide through a [2?+?3] cycloaddition under phase transfer catalytic conditions (eq 1). The ratio of the solvent (water to toluene) as well as the reaction temperature are important factors in obtaining preparative yields of the alkylthiotetrazoles. 5-Ethylthio-1H-tetrazole has also been prepared using DMF as solvent albeit in much lower yield.
Purification Methods
recrystallized from toluene.
Check Digit Verification of cas no
The CAS Registry Mumber 89797-68-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,7,9 and 7 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 89797-68:
(7*8)+(6*9)+(5*7)+(4*9)+(3*7)+(2*6)+(1*8)=222
222 % 10 = 2
So 89797-68-2 is a valid CAS Registry Number.
InChI:InChI=1/C3H6N4S/c1-2-8-3-4-6-7-5-3/h2H2,1H3,(H,4,5,6,7)
89797-68-2Relevant articles and documents
A zinc Lewis acid surface active agent for the preparation of 5' - substituted tetrazole compounds
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Paragraph 0052-0060, (2018/09/08)
The invention belongs to the field of organic synthetic technology, and specifically relates to a zinc Lewis acid surfactant as catalysts for preparing the 5' - substituted compound four azole class method. The method comprises the following steps: 1) to zinc Lewis acid surfactant Zn (OSO2 Cn H2 N + 1 )2 As the catalyst, R cyanide and sodium azide in water reaction to obtain the 5' - R base four nitrogen zuo compound of zinc salt and by-product NaOSO2 Cn H2 N + 1 ; 2) In the step 1) of the obtained 5 '- R base four nitrogen zuo compound of zinc salt in the acidification is carried out under acidic conditions, to obtain the 5' - R base four nitrogen zuo compounds and by-product zinc bromide; 3) by-product NaOSO2 Cn H2 N + 1 And by-product zinc bromide in the substitution reaction under acidic conditions, to obtain zinc Lewis acid surfactant Zn (OSO2 Cn H2 N + 1 )2 . Method can be used in "one-pot" strategy, the starting material by continuous cyclization reaction, the acidification reaction directly preparation containing the tetrazole compound of the structural unit; the method used in the zinc Lewis acid surfactant can be recovered after the reaction.
