1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

Base Information

• Chemical Name: 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine
• CAS No.: 906482-24-4
• Molecular Formula: C₃₈H₃₇N₃O₁₀
• Molecular Weight: 695.726
• Mol file: 906482-24-4.mol

Synonyms:1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

Chemical Property of 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

There total 3 articles about 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]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: 69.0%

1-[2-deoxy-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine (906482-23-3) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine (906482-24-4)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 16h;

DOI:10.1021/ol060987v

Reference yield:

1-[3-O-(t-butyldimethylsilyl)-2-deoxy-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine (906482-21-1) → 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine (906482-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: 69 percent / pyridine; 4-dimethylaminopyridine / 16 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/ol060987v

Reference yield:

1-[3-O-(tert-butyldimethylsilyl)-2,5-dideoxy-β-D-glycero-pent-4-enofuranosyl]thymine (135911-57-8,128093-86-7) → 1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine (906482-24-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 0 °C

1.2: 32 percent / ZnCl₂*Et₂O / CH₂Cl₂ / 12 h / 0 °C

2.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: 69 percent / pyridine; 4-dimethylaminopyridine / 16 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol060987v

upstream raw materials:

1-[2-deoxy-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

4,4'-dimethoxytrityl chloride

1-[3-O-(t-butyldimethylsilyl)-2-deoxy-4-o-nitrobenzyloxy-β-D-ribofuranosyl]thymine

1-[3-O-(tert-butyldimethylsilyl)-2,5-dideoxy-β-D-glycero-pent-4-enofuranosyl]thymine