1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Base Information

• Chemical Name: 1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine
• CAS No.: 1042664-83-4
• Molecular Formula: C₃₁H₄₈N₆O₈Si₂
• Molecular Weight: 688.929

Synonyms:1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Chemical Property of 1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Chemical Property:

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Technology Process of 1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

There total 1 articles about 1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine 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: 94.0%

1-{2-O-[(2-bromoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (1042664-89-0) → 1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (1042664-83-4)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

DOI:10.1016/j.tet.2008.04.110

Reference yield: 94.0%

1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (1042664-83-4) → 2'-O-(2-azidoethoxymethyl)-N(4)-benzoylcytidine (1309370-94-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1021/bc200097g

Reference yield: 60.0%

1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (1042664-83-4) + ethyl trifluoroacetate, (383-63-1) → 1-{2-O-[(2-(2,2,2-trifluoroacetamido)ethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (1042664-92-5)

Guidance literature:

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In 1,4-dioxane; at 20 ℃; for 5h; atmospheric pressure;

DOI:10.1016/j.tet.2008.04.110

upstream raw materials:

1-{2-O-[(2-bromoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Downstream raw materials:

1-{2-O-[(2-(2,2,2-trifluoroacetamido)ethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

2'-O-(2-azidoethoxymethyl)-5'-O-(4,4'-dimethoxytrityl)-N⁽⁴⁾-benzoylcytidine 3'-(H-phosphonate) triethylammonium salt

2'-O-(2-azidoethoxymethyl)-N⁽⁴⁾-benzoylcytidine

2'-O-(2-azidoethoxymethyl)-5'-O-(4,4'-dimethoxytrityl)-N⁽⁴⁾-benzoylcytidine

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