3'-O,5'-O-Dibenzoyl-2,2'β-epoxy-2,3-didehydro-2-deoxo-2'-deoxyuridine

Base Information

• Chemical Name: 3'-O,5'-O-Dibenzoyl-2,2'β-epoxy-2,3-didehydro-2-deoxo-2'-deoxyuridine
• CAS No.: 31616-01-0
• Molecular Formula: C23H18N2O7
• Molecular Weight: 434.405
• Mol file: 31616-01-0.mol

Synonyms:(2R,3aβ,9aβ)-3β-(Benzoyloxy)-2α-[(benzoyloxy)methyl]-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one;3'-O,5'-O-Dibenzoyl-2,2'β-epoxy-2,3-didehydro-2-deoxo-2'-deoxyuridine

Chemical Property of 3'-O,5'-O-Dibenzoyl-2,2'β-epoxy-2,3-didehydro-2-deoxo-2'-deoxyuridine

Chemical Property:

• Melting Point: 260-262 °C(Solv: ethanol, 95% (64-17-5))
• Boiling Point: 589.0±60.0 °C(Predicted)
• PKA: -4.98±0.60(Predicted)
• PSA: 105.95000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 1.98430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O,5'-O-Dibenzoyl-2,2'β-epoxy-2,3-didehydro-2-deoxo-2'-deoxyuridine

There total 6 articles about 3'-O,5'-O-Dibenzoyl-2,2'β-epoxy-2,3-didehydro-2-deoxo-2'-deoxyuridine 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%

benzoyl cyanide (613-90-1) + 2,2'-Anhydrouridine (3736-77-4) → 3’,5’-O-benzoyl-2,2’-anhydrouridine (31616-01-0)

Guidance literature:

With triethylamine; In acetonitrile;

DOI:10.1016/S0040-4039(99)00917-X

Reference yield: 68.0%

benzoyl chloride (98-88-4) + uridine (58-96-8) → 3’,5’-O-benzoyl-2,2’-anhydrouridine (31616-01-0)

Guidance literature:

benzoyl chloride; uridine; With pyridine; at 0 - 5 ℃; for 18h;

With triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide; at 20 ℃; for 21h; regioselective reaction;

DOI:10.1080/15257770.2016.1188943

Reference yield:

2,2'-Anhydrouridine (3736-77-4) + benzoyl chloride (98-88-4) → 3’,5’-O-benzoyl-2,2’-anhydrouridine (31616-01-0)

Guidance literature:

In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jo00881a015

upstream raw materials:

2,2'-Anhydrouridine

benzoyl chloride

benzoyl cyanide

uridine

Downstream raw materials:

3’,5’-dibenzoyluridine

C₂₄H₂₂N₂O₈

C₂₄H₂₀N₂O₇

2'-deoxy-2'-fluoro-2'-methyluridine