3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

Base Information

Chemical Name:3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine
CAS No.:583843-94-1
Molecular Formula:C₂₉H₃₆N₂O₉
Molecular Weight:556.613
Hs Code.:

Synonyms:3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

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Chemical Property of 3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

Chemical Property:

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Technology Process of 3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

There total 11 articles about 3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-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:

: C₂₉H₃₂N₂O₉

: 583843-94-1
3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 - 20 ℃; for 1.5h;

Reference yield:

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

: 583843-94-1
3'-O-benzyl-3-N-(benzyloxymethyl)-4'-C-(hydroxymethyl)-3'-C-((methoxymethoxy)methyl)thymidine

Guidance literature:: Multi-step reaction with 8 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

6.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

7.1: NaOH / tetrahydrofuran; H₂O / 2.5 h / 15 °C

8.1: sodium borohydride / tetrahydrofuran; H₂O / 2 h / 0 °C

With pyridine; methanol; sodium hydroxide; sodium tetrahydroborate; water; tetra-(n-butyl)ammonium iodide; sodium hydride; dibutyldimethoxytin; Dess-Martin periodane; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; (+)-10-camphorsulfonic acid; osmium(VIII) oxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 6.1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2007.06.040