40615-36-9 Usage
Description
4,4'-Dimethoxytrityl chloride is a pink powder that serves as a versatile protecting group for primary alcohols, particularly in the synthesis of oligonucleotides. It is known for its selective protection and deprotection procedures for thiol and hydroxy groups in nucleoside derivatives, making it a valuable compound in the field of molecular biology and chemistry.
Uses
Used in Oligonucleotide Synthesis:
4,4'-Dimethoxytrityl chloride is used as a protective reagent for oligonucleotide synthesis. It plays a crucial role in the selective protection and deprotection of thiol and hydroxy groups in nucleoside derivatives, ensuring the successful synthesis of oligonucleotides with desired properties and functions.
Used in Nucleoside and Nucleotide Protection:
In the chemical synthesis of nucleosides and nucleotides, 4,4'-Dimethoxytrityl chloride acts as a hydroxyl protecting group. This protection is essential to prevent unwanted side reactions and ensure the correct formation of the desired molecular structures, which are vital for various biological and pharmaceutical applications.
Flammability and Explosibility
Notclassified
Purification Methods
DMT crystallises from cyclohexane/acetyl chloride as the hydrochloride. Dry it over KOH pellets in a desiccator. When dissolved in *C6H6 and air is blown through, HCl is removed. It crystallises from Et2O. [Baeyer & Villiger Chem Ber 36 2788 1903, Smith et al. J Am Chem Soc 84 430 1962, Smith et al. J Am Chem Soc 85 3821 1963.] Ifit has hydrolysed considerably (see OH in IR), then repeat the crystallisation from cyclohexane/acetyl chloride — excess of AcCl is removed in a vacuum over KOH, then recrystallise it from Et2O. [Beilstein 6 IV 1042.]
Check Digit Verification of cas no
The CAS Registry Mumber 40615-36-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,6,1 and 5 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 40615-36:
(7*4)+(6*0)+(5*6)+(4*1)+(3*5)+(2*3)+(1*6)=89
89 % 10 = 9
So 40615-36-9 is a valid CAS Registry Number.
40615-36-9Relevant articles and documents
Process for the capture and reuse of the 4,4′-dimethoxytriphenylmethyl group during manufacturing of oligonucleotides
Guo, Zhiqiang,Pfundheller, Henrik M.,Sanghvi, Yogesh S.
, p. 415 - 417 (1998)
In a standard amidite coupling-based automated oligonucleotide synthesis campaign, the 4,4′-dimethoxytriphenylmethyl (DMT) protecting group is discarded as waste along with large amounts of dichloromethane. Herein, we report a straightforward and simple process for complete capture and recovery of the DMT group and dichloromethane, rendering the oligonucleotide manufacturing process safer and more economical.
Synthesis method of high-purity 4, 4 '-dimethoxytriphenylchloromethane
-
Paragraph 0009; 0027; 0029-0030; 0032-0040; 0042-0043, (2021/03/13)
The invention provides a synthesis method of high-purity 4, 4 '-dimethoxytriphenylchloromethane, which comprises the following steps: by using anisole and trichlorotoluene as initial raw materials, carrying out F-C reaction, hydrochloric acid hydrolysis reaction and chlorination reaction to prepare a DMT-Cl crude product of which the purity is higher than 98.5%, and carrying out solvent crystallization to obtain a DMT-Cl finished product of which the purity is higher than 99.9%, thereby obtaining the DMT-Cl finished product yield higher than 98%. According to the method provided by the invention, on the basis of ensuring high reaction yield, the target product is prepared with high purity, impurity components contained in the target product are clear, the content of the impurity componentsis controlled, and particularly, hydroxyl impurities and acetylated impurities are controlled to be 0.05% or below.
Post-synthetic modification of nucleic acids by inverse Diels-Alder reaction
-
, (2011/09/15)
The present invention concerns a method and a kit for the post-synthetic modification of nucleic acids via an inverse Diels-Alder reaction.