N-Acetyl-2'-O,3'-O,5'-O-triacetylcytidine

Base Information

• Chemical Name: N-Acetyl-2'-O,3'-O,5'-O-triacetylcytidine
• CAS No.: 5040-18-6
• Molecular Formula: C17H21N3O9
• Molecular Weight: 411.368
• Mol file: 5040-18-6.mol

Synonyms:N4-acetylcytidine 2',3',5'-triacetate;N6-acetyl-2',3',5'-tri-O-acetylcytidine;4-N-2',3',5'-O-tetraacetylcytidine;4-N-acetyl-2',3',5'-tri-O-acetylcytidine;2',3',5'-O,N4-tetraacetylcytidine;4-N-2',3',5'-tri-O-tetraacetylcytidine;

Chemical Property of N-Acetyl-2'-O,3'-O,5'-O-triacetylcytidine

Chemical Property:

• PSA: 152.12000
• LogP: -0.40140

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Acetyl-2'-O,3'-O,5'-O-triacetylcytidine

There total 9 articles about N-Acetyl-2'-O,3'-O,5'-O-triacetylcytidine 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: 100.0%

acetic anhydride (108-24-7) + CYTIDINE (65-46-3) → 4-N-2',3',5'-O-tetraacetylcytidine (5040-18-6)

Guidance literature:

With pyridine; at 80 ℃; for 1h;

DOI:10.1021/jo051256w

Reference yield: 90.0%

acetic anhydride (108-24-7) + N-acetylcytidine (3768-18-1) → 4-N-2',3',5'-O-tetraacetylcytidine (5040-18-6)

Guidance literature:

With dmap; triethylamine; In acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.200801096

Reference yield: 81.0%

phenyl-(tri-O-acetyl-1-thio-ξ-D-riboside) (121524-02-5) + 4-(N-trimethylsilylacetamido)-2-trimethylsiloxypyrimidine (18027-23-1) → 4-N-2',3',5'-O-tetraacetylcytidine (5040-18-6)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4039(00)79751-6

upstream raw materials:

phenyl-(tri-O-acetyl-1-thio-ξ-D-riboside)

4-(N-trimethylsilylacetamido)-2-trimethylsiloxypyrimidine

N-(2-Oxo-1-trimethylsilanyl-1,2-dihydro-pyrimidin-4-yl)-acetamide

1,2,3,5-tetraacetylribose

Downstream raw materials:

N-acetylcytidine

N-trit-U-morpholino

2',3',5'-tri-O-acetyl-5-iodouridine

5-iodouridine

Refernces

• 1、 Vohtancev, Ivan P.,Sherstyuk, Yuliya V.,Silnikov, Vladimir N.,Abramova, Tatyana V.. "Effective Synthesis of 5-Iodo Derivatives of Pyrimidine Morpholino Nucleosides". . p. 332 - 342. Retrieved 2018/05/29.
• 2、 Sá, Marcus Mandolesi,Meier, Lidiane. "Pyridine-free and solvent-free acetylation of nucleosides promoted by molecular sieves". . p. 3474 - 3478. Retrieved 2007/10/03.