110764-78-8

Basic information

• Product Name: N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite
• Synonyms: 2'-O-Methyl-N4-Benzoyl-5'-O-DMT-Cytidine-3'-CE-Phosphoramidite;N4-Bz-5'-O-DMTr- 2'-O-Me-cytidine-3'-CED-phosphoramidite;N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-methylcytidine 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite];N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite;2'-OMe-Bz-C Phosphoramidite;N4-Benzoyl-5'-O-(4,4'-dimethoxytrityl)- 2'-O-methycytidine-3'-O-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite
• CAS NO: 110764-78-8
• Molecular Formula: C₄₇H₅₄N₅O₉P
• Molecular Weight: 863.944
• EINECS: 2017-001-1
• Mol File: 110764-78-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• PKA: 8.57±0.20(Predicted)
• CAS DataBase Reference: N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite(CAS DataBase Reference)
• NIST Chemistry Reference: N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite(110764-78-8)
• EPA Substance Registry System: N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite(110764-78-8)

Safety Data

• Hazardous Substances Data: 110764-78-8(Hazardous Substances Data)

Usage

General Description

N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite is a chemical compound used in the process of synthesizing DNA and RNA molecules. It is a derivative of cytosine, a nucleotide base found in DNA and RNA, and is modified with a 5'-O-DMT (dimethoxytrityl) and 2'-O-Me (2'-O-methyl) protective groups. These protective groups are used to control the chemical reactions during the synthesis of DNA and RNA oligonucleotides. The phosphoramidite group allows for the efficient and selective introduction of the cytosine nucleotide into the growing DNA or RNA chain. N-blocked-5'-O-DMT-2'-O-Me CED cytosine phosphoramidite is important in the field of molecular biology and biotechnology, as it enables the controlled and precise assembly of nucleic acid sequences for various research and diagnostic applications.

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 110764-74-4 N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methylcytidine 
• 102691-36-1 N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite 

Downstream Products

• 118380-94-2 C₄₁H₄₆N₅O₁₄P*H₃N 

Relevant articles and documents

Methods of producing phosphitylated compounds

Provided are methods of producing phosphitylated compounds, including 3′-O-phosphoramidites, comprising the step of reacting a hydroxyl-containing compound with a phosphitylating agent in the presence of a phosphitylation activator selected from the group consisting of: (1) acid-base complexes derived from an amine base of Formula I 1wherein R, R1, and R2 are independently C1-C10 alkyl, C1-C10 cycloalkyl, C1-C10 aryl, C1-C10 aralkyl, C1-C10 heteroalkyl, or C1-C10 heteroaryl; (2) acid-base complexes derived from an amine base of Formula II 2wherein R3, R4, R5, R6, and R7 are independently hydrogen, C1-C10 alkyl, C1-C10 cycloalkyl, C1-C10 aryl, C1-C10 aralkyl, C1-C10 heteroalkyl, or C1-C10 heteroaryl, and at least one of R3, R4, R5 R6, and R7 is not hydrogen.; (3) acid-base complexes derived from a diazabicyclo amine base; (4) zwitterionic amine complexes; and (5) combinations of two or more thereof, to produce a phosphitylated compound.

Some Steric Aspects of Synthesis of Oligoribonucleotides by Phosphoramidite Approach on Solid Support

The influence of 2'-O-substituents (i.e. methyl, tetrahydropyranyl, tert-butyldimethylsilyl) on the chemical synthesis of oligoribonucleotides by phosphoramidite approach on solid support is described and compared with respective 2'-deoxynucleoside derivative.The observations on reactivity of these different 2'-O-protected derivatives at phosphatilation and condensation steps show their strong hindrance dependence.Some other aspects like reactivity of tetrahydropyranyl diastereoisomers, 3'- and 2'-O-phosphoramidites and some chemical properties of 2'-O-(tert-butyldimethylsilyl) protecting group are also presented.