1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine

Base Information

• Chemical Name: 1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine
• CAS No.: 148704-61-4
• Molecular Formula: C₃₄H₃₀N₂O₁₁
• Molecular Weight: 642.619
• Mol file: 148704-61-4.mol

Synonyms:1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine

Chemical Property of 1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine

There total 3 articles about 1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine 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:

benzoyl chloride (98-88-4) → 1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine (148704-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / pyridine / 5 h / Ambient temperature

2: 1.) sulfuric acid, 2.) SnCl₄ / 1.) AcOH, RT, overnight, 2.) CH₂Cl₂, RT, overnight

With pyridine; sulfuric acid; tin(IV) chloride;

DOI:10.1135/cccc19930409

Reference yield:

1,2-O-isopropylidene-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose (55797-64-3,55797-65-4) → 1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine (148704-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / pyridine / 5 h / Ambient temperature

2: 1.) sulfuric acid, 2.) SnCl₄ / 1.) AcOH, RT, overnight, 2.) CH₂Cl₂, RT, overnight

With pyridine; sulfuric acid; tin(IV) chloride;

DOI:10.1135/cccc19930409

Reference yield:

acetic anhydride (108-24-7) + 3,5-di-O-benzoyl-4-C-benzoyloxymethyl-1,2-O-isopropylidene-β-L-arabinofuranose (148704-59-0) + 2,4-bis(trimethylsiloxy)-5-methylpyrimidine (7288-28-0) → 1-(2-O-acetyl-3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine (148704-61-4)

Guidance literature:

With sulfuric acid; tin(IV) chloride; Yield given. Multistep reaction; 1.) AcOH, RT, overnight, 2.) CH₂Cl₂, RT, overnight;

DOI:10.1135/cccc19930409

upstream raw materials:

acetic anhydride

3,5-di-O-benzoyl-4-C-benzoyloxymethyl-1,2-O-isopropylidene-β-L-arabinofuranose

2,4-bis(trimethylsiloxy)-5-methylpyrimidine

benzoyl chloride

Downstream raw materials:

1-(2-deoxy-3-O-methanesulfonyl-5-O-triphenylmethyl-4-C-triphenylmethyloxymethyl-α-L-erythro-pentofuranosyl)thymine

1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine

1-(3,5-O-benzoyl-4-C-benzoyloxymethyl-2-bromo-2-deoxy-α-L-arabinofuranosyl)thymine

1-(3,5-O-benzoyl-4-C-benzoyloxymethyl-2-chloro-2-deoxy-α-L-arabinofuranosyl)thymine