N⁴-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine

Base Information

• Chemical Name: N⁴-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine
• CAS No.: 72429-31-3
• Molecular Formula: C₂₈H₄₅N₃O₆Si₂
• Molecular Weight: 575.853
• Mol file: 72429-31-3.mol

Synonyms:N⁴-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine

Chemical Property of N⁴-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine

There total 3 articles about N⁴-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine 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: 92.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N4-benzoylcytidine (13089-48-0) → N4-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine (72429-31-3) + N4-benzoyl-2',5'-di-O-tert-butyldimethylsilylcytidine (72429-30-2)

Guidance literature:

With silver perchlorate; 1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; at 20 ℃; for 3h; Product distribution; other catalysts and/or salts;

DOI:10.1016/S0040-4039(01)92470-0

Reference yield: 82.0%

N-benzoylcytidine + tert-butyldimethylsilyl chloride (18162-48-6) → N4-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine (72429-31-3) + N4-benzoyl-2',5'-di-O-tert-butyldimethylsilylcytidine (72429-30-2)

Guidance literature:

With pyridine; silver nitrate; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(01)92340-8

Reference yield: 50.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N4-benzoylcytidine (13089-48-0) → N4-benzoyl-3',5'-di-O-tert-butyldimethylsilylcytidine (72429-31-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 1.66667h; Ambient temperature;

upstream raw materials:

tert-butyldimethylsilyl chloride

N₄-benzoylcytidine

Downstream raw materials:

N⁴-benzoyl-O^3'-(tert-butyl-dimethyl-silanyl)-cytidine

2'-O-Tetrahydrofuranyl-4-N-benzoylcytidine

3',5'-O-diacetyl-2'-O-tetrahydrofuranyl-N-benzoylcytidine

C₄₆H₄₅Cl₂N₅O₁₃P₂

Refernces

• 1、 Ohtsuka, Eiko,Yamane, Akio,Ikehara, Morio. "Studies on Transfer Ribonucleic Acid and Related Compounds. XLIII. Synthesis of Oligoribonucleotides by using 5'-Selective Phosphorilation of 2'-O-Tetrahydrofuranyl Nucleosides". . p. 1534 - 1543. Retrieved 2007/10/02.
• 2、 Hakimelahi, Gholam H.,Proba, Zbigniew A.,Ogilvie, Kelvin K.. "NITRATE ION AS CATALYST FOR SELECTIVE SILYLATIONS OF NUCLEOSIDES". . p. 4775 - 4778. Retrieved 2007/10/02.