N⁶,3',5'-tribenzoyladenosine

Base Information

• Chemical Name: N⁶,3',5'-tribenzoyladenosine
• CAS No.: 80185-96-2
• Molecular Formula: C₃₁H₂₅N₅O₇
• Molecular Weight: 579.569
• Mol file: 80185-96-2.mol

Synonyms:N⁶,3',5'-tribenzoyladenosine

Chemical Property of N⁶,3',5'-tribenzoyladenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶,3',5'-tribenzoyladenosine

There total 6 articles about N⁶,3',5'-tribenzoyladenosine 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: 96.0%

C44H37N5O8 → N6,3',5'-tribenzoyladenosine (80185-96-2)

Guidance literature:

With C₁₈H₁₅AuClP*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; In ethanol; dichloromethane; at 20 ℃; for 5h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1039/c6ra27790j

Reference yield: 96.0%

N6,2',3',5'-tetra-O-benzoyladenosine (6984-53-8) → C31H25N5O7 (80185-95-1) + N6,3',5'-tribenzoyladenosine (80185-96-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 0.0166667h; Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4020(01)87616-X

Reference yield:

1,3,5-tri-O-benzoyl-α-D-ribofuranoside (22224-41-5) → N6,3',5'-tribenzoyladenosine (80185-96-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / 20 °C

1.2: 50 °C

2.1: N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate / acetonitrile

3.1: C₁₈H₁₅AuClP*CF₃O₃S^(1-)*Ag⁽¹⁺⁾ / ethanol; dichloromethane / 5 h / 20 °C / Inert atmosphere

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; C₁₈H₁₅AuClP*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; In ethanol; dichloromethane; acetonitrile;

DOI:10.1039/c6ra27790j

upstream raw materials:

N⁶,2',3',5'-tetra-O-benzoyladenosine

benzoyl chloride

adenosine

1,3,5-tri-O-benzoyl-α-D-ribofuranoside

Refernces

• 1、 Nishino, Shigeyoshi,Takamura, Hatsuko,Ishido, Yoshiharu. "REGIOSELECTIVE PROTECTION OF CARBOHYDRATE DERIVATIVES. PART. 20. SIMPLE, EFFICIENT 2'-O-DEACYLATION OF FULLY ACYLATED PURINE AND PYRIMIDINE RIBONUCLEOSIDES THROUGH tert-BUTOXIDE". . p. 1995 - 2004. Retrieved 2007/10/02.