3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

Base Information

• Chemical Name: 3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine
• CAS No.: 724709-46-0
• Molecular Formula: C₄₀H₄₂N₂O₈
• Molecular Weight: 678.782
• Mol file: 724709-46-0.mol

Synonyms:3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

Chemical Property of 3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

There total 4 articles about 3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine 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: 93.0%

chloromethyl methyl ether (107-30-2) + 3-N-(benzyloxymethyl)-3'-C-(hydroxymethyl)-5'-O-tritylthymidine (724709-45-9) → 3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine (724709-46-0)

Guidance literature:

3-N-(benzyloxymethyl)-3'-C-(hydroxymethyl)-5'-O-tritylthymidine; With dibutyldimethoxytin; In 1,4-dioxane; for 5h; Heating;

chloromethyl methyl ether; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h; Further stages.;

DOI:10.1016/j.tet.2007.06.040

Reference yield:

3'-deoxy-3'-C-methylidene-5'-O-(triphenylmethyl)thymidine (131607-35-7) → 3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine (724709-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 65 percent / N-methylmorpholine N-oxide; pyridine; H₂O / osmium tetroxide / 2-methyl-propan-2-ol / 8 h / 75 °C

2.1: 89 percent / DBU / dimethylformamide / 5 h / 20 °C

3.1: dibutyltin dimethoxide / dioxane / 5 h / Heating

3.2: 93 percent / i-Pr₂NEt / CH₂Cl₂ / 2 h / 20 °C

With pyridine; water; dibutyldimethoxytin; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; osmium(VIII) oxide; In 1,4-dioxane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/j.tet.2007.06.040

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → 3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine (724709-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 89 percent / DBU / dimethylformamide / 5 h / 20 °C

2.1: dibutyltin dimethoxide / dioxane / 5 h / Heating

2.2: 93 percent / i-Pr₂NEt / CH₂Cl₂ / 2 h / 20 °C

With dibutyldimethoxytin; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2007.06.040

upstream raw materials:

chloromethyl methyl ether

3-N-(benzyloxymethyl)-3'-C-(hydroxymethyl)-5'-O-tritylthymidine

Benzyloxymethyl chloride

3'-deoxy-3'-C-methylidene-5'-O-(triphenylmethyl)thymidine

Downstream raw materials:

C₅₀H₅₄N₂O₁₁

C₅₇H₆₀N₂O₁₁

3',5'-di-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-4'-C-(p-toluenesulfonyloxymethyl)thymidine

3',5'-di-O-benzyl-3-N-(benzyloxymethyl)-3'-C-(hydroxymethyl)-4'-C-(p-toluenesulfonyloxymethyl)thymidine