2'-O,3'-O,5'-O-Tribenzoylcytidine

Base Information

• Chemical Name: 2'-O,3'-O,5'-O-Tribenzoylcytidine
• CAS No.: 31652-74-1
• Molecular Formula: C30H25N3O8
• Molecular Weight: 555.544
• Mol file: 31652-74-1.mol

Synonyms:2',3',5'-tri-O-benzoyl-L-cytidine;O2',O3',O5'-tribenzoyl-cytidine;2',3',5'-tri-O-benzoylcytidine;

Chemical Property of 2'-O,3'-O,5'-O-Tribenzoylcytidine

Chemical Property:

• PSA: 149.04000
• LogP: 3.61230

Purity/Quality:

99% ^*data from raw suppliers

2,3,5-TRIBENZOYLCYTIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O,3'-O,5'-O-Tribenzoylcytidine

There total 18 articles about 2'-O,3'-O,5'-O-Tribenzoylcytidine 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: 98.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 2,4-O,N-bis(trimethylsilyl)cytosine (18037-10-0) → 2',3',5'-tri-O-benzoyl-L-cytidine (31652-74-1)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; benzene; for 1h; Heating;

Reference yield: 70.0%

benzoyl cyanide (613-90-1) + CYTIDINE (65-46-3) → N4-benzoyl-1-(2’,3’,5’-tri-O-benzoyl-β-D-ribofuranosyl)-cytosine (23624-64-8) + 2',3',5'-tri-O-benzoyl-L-cytidine (31652-74-1)

Guidance literature:

With dmap; 1-ethylene glycol monomethyl ether-3-methylimidazolium methanesulfonate; at 25 - 35 ℃;

DOI:10.1016/j.bmc.2005.04.038

Reference yield: 68.0%

benzoic acid anhydride (93-97-0) + CYTIDINE (65-46-3) → 2',3',5'-tri-O-benzoyl-L-cytidine (31652-74-1)

Guidance literature:

With dmap; In various solvent(s); at 50 ℃; for 6h;

DOI:10.1016/j.tetlet.2006.11.155

upstream raw materials:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

cytosine

2,4-O,N-bis(trimethylsilyl)cytosine

N-(2-Trimethylsilanyloxy-pyrimidin-4-yl)-benzamide

Downstream raw materials:

cytidine

2',3',5'-tri-O-benzoylcytidine 4-N-(O,O-bis(2-cyanoethyl) phosphoramidate)

tribenzoyl uridine

4-N-pivalyl-2',3',5'-tri-O-benzoylcytidine

Refernces

• 1、 Kumar, Vineet,Parmar, Virinder S.,Malhotra, Sanjay V.. "Enhanced solubility and selective benzoylation of nucleosides in novel ionic liquid". . p. 809 - 812. Retrieved 2007/10/03.
• 2、 Prasad, Ashok K.,Kumar, Vineet,Malhotra, Shashwat,Ravikumar, Vasulinga T.,Sanghvi, Yogesh S.,Parmar, Virinder S.. "'Green' methodology for efficient and selective benzoylation of nucleosides using benzoyl cyanide in an ionic liquid". . p. 4467 - 4472. Retrieved 2007/10/03.