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

Base Information

Chemical Name:3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine
CAS No.:724709-47-1
Molecular Formula:C₄₇H₄₈N₂O₈
Molecular Weight:768.907
Hs Code.:

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

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

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

There total 5 articles about 3'-O-benzyl-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: 84.0%

: 100-39-0
benzyl bromide

: 724709-46-0
3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

: 724709-47-1
3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.tetlet.2004.04.082

Reference yield:

: 131607-35-7
3'-deoxy-3'-C-methylidene-5'-O-(triphenylmethyl)thymidine

: 724709-47-1
3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

Guidance literature:: Multi-step reaction with 4 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

4.1: 84 percent / NaH; n-Bu₄NI / dimethylformamide / 6 h / 20 °C

With pyridine; water; tetra-(n-butyl)ammonium iodide; sodium hydride; 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:

: 3587-60-8
Benzyloxymethyl chloride

: 724709-47-1
3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)-5'-O-tritylthymidine

Guidance literature:: Multi-step reaction with 3 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

3.1: 84 percent / NaH; n-Bu₄NI / dimethylformamide / 6 h / 20 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; 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