362-42-5

Usage

Uses

Used in Chemical Synthesis:
2',3'-O-isopropylidene cytidine is used as an intermediate in the synthesis of 5-Hydroxymethylcytidine-13CD2 (H947092), a compound that mimics the structure and function of 5-Hydroxymethylcytidine (H947090). This analogue is crucial for studying the role of DNA hydroxymethylation in various biological processes and diseases.
Used in Epigenetic Research:
2',3'-O-isopropylidene cytidine contributes to the development of 5-Hydroxymethylcytidine-13CD2 (H947092), which aids researchers in understanding the mechanisms and implications of DNA hydroxymethylation. This knowledge can be applied to explore the potential of targeting this epigenetic modification for therapeutic purposes in various diseases, including cancer and neurological disorders.

InChI:InChI=1/C12H17N3O5/c1-12(2)19-8-6(5-16)18-10(9(8)20-12)15-4-3-7(13)14-11(15)17/h3-4,6,8-10,16H,5H2,1-2H3,(H2,13,14,17)

Upstream product

• 67-64-1 acetone 
• 65-46-3 CYTIDINE 
• 67-56-1 methanol 
• 77787-58-7 N⁴-benzoyl-2',3'-O-isopropylidene-O²,5'-cyclocytidine 
• 74848-82-1 4-(Ethoxymethyl-amino)-1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidin-2-one 
• 39946-94-6 4-N-benzoyl-2',3'-O-isopropylidenecytidine 
• 115269-11-9 1,2,3-tri-O-acetyl-5-O-benzoyl-β-D-ribofuranose 
• 5517-60-2 methyl 3'-O-benzoyl-2,3-O-isopropylidene-β-D-apiofuranoside 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 36468-53-8 β-D-ribofuranose 
• 77-76-9 2,2-dimethoxy-propane 
• 16667-80-4 2',3'-O-isopropylidene-N⁴-acetylcytidine 
• 104-15-4 toluene-4-sulfonic acid 

Downstream Products

• 2346620-55-9 molnupiravir acetonide 

Relevant academic research and scientific papers

The first silicon(iv) phthalocyanine-nucleoside conjugates with high photodynamic activity

A series of novel silicon(iv) phthalocyanines conjugated axially with different nucleoside moieties (uridine, 5-methyluridine, cytidine, and 5-N-cytidine derivatives) have been synthesized and evaluated for their photodynamic activities. The uridine-containing compound 1 exhibits the highest photocytotoxicity against HepG2 human hepatocarcinoma cells with an IC 50 value as low as 6 nM, which can be attributed to its high cellular uptake and non-aggregated nature in the biological media. This compound shows high affinity toward the mitochondria of HepG2 cells and causes cell death mainly through apoptosis upon illumination. The result indicates that 1 is a highly promising photosensitizer for photodynamic therapy.

Reactions Between Ribonucleoside Derivatives and Formaldehyde in Ethanol Solution

2',3'-O-Isopropylidene-adenosine, -cytidine, and -guanosine, (2a), (3a), and (4a), respectively react with formaldehyde in ethanol solution to give the corresponding N-ethoxymethyl derivatives, (2b), (3b), and (4b), respectively in good yields.

Preparation method of monabiravir

The preparation method of monabiravir involves the field of medical technology. The method takes cytidine (1) as the starting material, after hydroxyl protection to obtain Compound 2; Compound 2 is obtained by isobutyryl chloride acylation to obtain a double-acylated intermediate 3, Compound 3 undergoes regional selective deacylation and hydroxylamineization tandem reaction to obtain Compound 4, and finally Compound 4 is deprotected, refined to obtain the finished monabiravir (5), the process route is as follows:

Nucleotide analogue as well as preparation method and application thereof

The invention provides a compound having the structure shown in formula (I) as well as a preparation method and application thereof, and R. 1 To H. Halogen, or linear or branched C1 - C6 Alkyl. R2 To H. In-fligh

Conversion of: N- acyl amidines to amidoximes: A convenient synthetic approach to molnupiravir (EIDD-2801) from ribose

An efficient method is described for the preparation of molnupiravir (EIDD-2801) an antiviral agent via regioselective conversion of an N-acyl-nucleoside intermediate, generated through stereo and regioselective glycosylation of protected ribose and N4-acetyl cytosine, to an amidoxime. This method avoids use of expensive starting materials, enzymes, complex reagents, and cumbersome purification procedures.

Compositions and Methods for Reverse Automated Nucleic Acid Synthesis

Methods for reverse automated nucleic acid synthesis, and 5′-H-phosphonates suitable for use in the same, as well as methods for making 5′-H-phosphonates, are described.

An axial nucleoside asymmetric modified silicon phthalocyanine and its preparation method and application

The invention discloses axial nucleoside asymmetrically-modified silicon phthalocyanine and a preparation method and application thereof, belonging to the preparation field of a photodynamic medicine or a photosensitizer. The axial nucleoside asymmetrically-modified silicon phthalocyanine disclosed by the invention can be applied to photodynamic treatment, photodynamic diagnosis or photodynamic disinfection as a photosensitizer, has the structural characteristic of axial asymmetric substitution, and shows good amphipathicity and excellent photodynamic activity.

DEAMINATION OF ORGANOPHOSPHORUS-NUCLEOSIDES

The invention relates to a new synthethic process for obtaining compounds of formula (I) from compounds of formula (II) by means of cytidine deaminase enzymes.

Synthesis and complementary self-association of novel lipophilic π-conjugated nucleoside oligomers

A series of lipophilic nucleosides comprising natural and non-natural bases that are π-conjugated to a short oligophenylene-ethynylene fragment has been synthesized. These bases comprise guanosine, isoguanosine, and 2-aminoadenosine as purine heterocycles, and cytidine, isocytosine and uridine as complementary pyrimidine bases. The hydrogen-bonding dimerization and association processes between complementary bases were also studied by 1H NMR and absorption spectroscopy in order to obtain the relevant association constants.

Chemoselective N-Deacetylation of Protected Nucleosides and Nucleotides Promoted by Schwartz's Reagent

Protection and deprotection strategies involving the N-acetyl group are widely utilized in nucleoside and nucleotide chemistry. Herein, we present a mild and selective N-deacetylation methodology, applicable to purine and pyrimidine nucleosides, by means of Schwartz's reagent, compatible with most of the common protecting groups used in nucleoside chemistry.