Cytidine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-Methyl-

Base Information

• Chemical Name: Cytidine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-Methyl-
• CAS No.: 110764-74-4
• Molecular Formula: C38H37N3O8
• Molecular Weight: 663.727
• Mol file: 110764-74-4.mol

Synonyms:HG1340;N4-benzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methylcytidine;8362P;5'-O-DMT-N4-BENZOYL-2'-O-METHYL-CYTIDINE;5'-O-dimethoxytrityl-4N-benzoyl-2'-O-methylcytidine;

Chemical Property of Cytidine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-Methyl-

Chemical Property:

• PKA: 8.58±0.20(Predicted)
• PSA: 133.86000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 4.62900
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

N4-Benzoyl-5''-O-(4,4''-dimethoxytrityl)-2''-O-methycytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N4-Benzoyl-5''-O-(4,4''-dimethoxytrityl)-2''-O-methycytidine (CAS# 110764-74-4) is a nucleoside used in the synthesis of fluorocarbon oligonucleotide conjugates which allow for the delivery of nucleic acids into human cells. N4-Benzoyl-5''-O-(4,4''-dimethoxytrityl)-2''-O-methycytidine is also used in the preparation of RNA and RNA fragments, such as in the synthesis of capped RNA.

Technology Process of Cytidine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-Methyl-

There total 9 articles about Cytidine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-Methyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(2R,3R,4R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-methoxytetrahydrofuran-3-yl 2-(azidomethyl)-4-(4-(3,4,5-tris(octadecyloxy)benzoyl)piperazine-1-carbonyl)benzoate → 5-(4-(3,4,5-tris(octadecyloxy)benzoyl)piperazine-1-carbonyl)isoindolin-1-one + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methylcytidine (110764-74-4)

Guidance literature:

With triphenylphosphine; In 1,4-dioxane; water; at 20 ℃; Inert atmosphere;

Reference yield: 73.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-O-methyl-N4-benzoylcytidine (52571-45-6) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methylcytidine (110764-74-4)

Guidance literature:

With pyridine; for 12h;

DOI:10.1007/BF00597663

Reference yield: 54.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-N-benzoyl-1-(5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine (81246-76-6,87418-76-6,129666-73-5) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methylcytidine (110764-74-4) + 4-N-benzoyl-5'-O-dimethoxytrityl-3'-O-methylcytidine

Guidance literature:

With tin(ll) chloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

upstream raw materials:

4,4'-dimethoxytrityl chloride

2'-O-methyl-N⁴-benzoylcytidine

4-N-benzoyl-1-(5-O-dimethoxytrityl-β-D-ribofuranosyl)cytosine

methyl iodide

Downstream raw materials:

N4-Benzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl cytidine-3'-O-(β-cyanoethyl N,N-diisopropylphosphoramidite)

C₄₁H₄₆N₅O₁₄P*H₃N

Refernces

• 1、 -. "Process for the preparation of 2'-O-alkyl purine phosphoramidites". . . Retrieved 2016/06/29.
• 2、 Hodge, Richard P.. "Simplified synthesis of 2′ -O-alkyl ribopyrimidines". . p. 2933 - 2936. Retrieved 2007/10/02.