O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine

Base Information

• Chemical Name: O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine
• CAS No.: 158604-47-8
• Molecular Formula: C₃₁H₄₅F₃N₆O₁₀SSi₂
• Molecular Weight: 806.965
• Mol file: 158604-47-8.mol

Synonyms:O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine

Chemical Property of O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine

There total 3 articles about O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine 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: 95.0%

trifluoromethylsulfonic anhydride (358-23-6) + O6-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>guanine (158604-45-6) → O6-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine (158604-47-8)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1002/hlca.19940770203

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → O6-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine (158604-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / pyridine / 6 h / Ambient temperature

2: 95 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; dmap; In dichloromethane;

DOI:10.1002/hlca.19940770203

Reference yield:

(2R,3R,4S,5R)-2-(2-amino-6-(4-nitrophenethoxy)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (91592-85-7) → O6-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine (158604-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / pyridine / 6 h / Ambient temperature

2: 95 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; dmap; In dichloromethane;

DOI:10.1002/hlca.19940770203

upstream raw materials:

trifluoromethylsulfonic anhydride

O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>guanine

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

(2R,3R,4S,5R)-2-(2-amino-6-(4-nitrophenethoxy)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol