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

Base Information

Chemical Name:3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine
CAS No.:583843-92-9
Molecular Formula:C₂₈H₃₄N₂O₈
Molecular Weight:526.587
Hs Code.:

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

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

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

There total 7 articles about 3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine 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: 91.0%

: 583843-91-8
3'-O-benzyl-3-N-benzyloxymethyl-3'-C-methoxymethyloxymethyl-5'-O-(4,4'-dimethoxytrityl)thymidine

: 583843-92-9
3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

Guidance literature:: With methanol; (+)-10-camphorsulfonic acid; In tetrahydrofuran; at 20 ℃; for 0.666667h;

Reference yield: 90.0%

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

: 583843-92-9
3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

Guidance literature:: With (+)-10-camphorsulfonic acid; In methanol; dichloromethane; at 20 ℃;
DOI:10.1016/j.tetlet.2004.04.082

Reference yield:

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

: 583843-92-9
3'-O-benzyl-3-N-(benzyloxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

Guidance literature:: Multi-step reaction with 5 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

5.1: 90 percent / (+)-10-camphorsulfonic acid; MeOH / CH₂Cl₂ / 9 h / 20 °C

With pyridine; methanol; water; tetra-(n-butyl)ammonium iodide; sodium hydride; dibutyldimethoxytin; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; (+)-10-camphorsulfonic acid; osmium(VIII) oxide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tet.2007.06.040