N⁽²⁾-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine

Base Information

• Chemical Name: N⁽²⁾-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine
• CAS No.: 1180489-71-7
• Molecular Formula: C₃₂H₄₉N₅O₈SSi₂
• Molecular Weight: 720.007

Synonyms:N⁽²⁾-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine

Chemical Property of N⁽²⁾-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine

Chemical Property:

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Technology Process of N⁽²⁾-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine

There total 1 articles about N⁽²⁾-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine 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: 87.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + N2-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine (131474-72-1) → N(2)-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine (1180489-71-7)

Guidance literature:

With acetic anhydride; acetic acid; at 50 ℃; for 16h;

DOI:10.1093/nar/gkr896

Reference yield:

N(2)-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine (1180489-71-7) → G (118-00-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sulfuryl dichloride / dichloromethane / 2 h / 25 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h

2.2: 24 h / 25 °C

3.1: ammonium fluoride / methanol / 16 h / 25 °C

4.1: ammonia; water / 1 h / 55 °C

5.1: methanol / 1 h / 55 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 55 °C

With ammonium fluoride; sulfuryl dichloride; tetrabutyl ammonium fluoride; ammonia; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1093/nar/gkr896

Reference yield:

N(2)-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(methylthiomethyl)guanosine (1180489-71-7) → C20H23N5O7S (1180489-72-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

DOI:10.1134/S1068162009020149

upstream raw materials:

dimethyl sulfoxide

N²-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine

Downstream raw materials:

C₂₀H₂₃N₅O₇S

N⁽²⁾-phenoxyacetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-(phthalimidooxymethyl)guanosine

G

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