8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O₆-(2-trimethylsilylethyl)-2'-deoxyguanosine

Base Information

• Chemical Name: 8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O₆-(2-trimethylsilylethyl)-2'-deoxyguanosine
• CAS No.: 1216847-31-2
• Molecular Formula: C₃₅H₅₉N₅O₄Si₃
• Molecular Weight: 698.141

Synonyms:8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O₆-(2-trimethylsilylethyl)-2'-deoxyguanosine

Chemical Property of 8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O₆-(2-trimethylsilylethyl)-2'-deoxyguanosine

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Technology Process of 8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O₆-(2-trimethylsilylethyl)-2'-deoxyguanosine

There total 1 articles about 8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O₆-(2-trimethylsilylethyl)-2'-deoxyguanosine 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%

8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-O6-(trimethylsilylethyl)-2′-deoxyguanosine (1216847-20-9) + 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2) → 8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O6-(2-trimethylsilylethyl)-2'-deoxyguanosine (1216847-31-2)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; toluene; at 80 ℃; for 24h; Inert atmosphere;

Reference yield: 72.0%

8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O6-(2-trimethylsilylethyl)-2'-deoxyguanosine (1216847-31-2) + isobutyryl chloride (79-30-1) → C39H65N5O5Si3 (1337959-04-2)

Guidance literature:

With pyridine; at 20 ℃; for 6h;

DOI:10.1093/nar/gkr281

Reference yield:

8-(2-(phenyl-2-yl)vinyl)-3',5'-O-bis(tert-butyldimethylsilyl)-O6-(2-trimethylsilylethyl)-2'-deoxyguanosine (1216847-31-2) → C22H25N5O5 (1337959-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 6 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1093/nar/gkr281

upstream raw materials:

8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-O⁶-(trimethylsilylethyl)-2′-deoxyguanosine

4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane

Downstream raw materials:

C₂₂H₂₅N₅O₅

C₄₃H₄₃N₅O₇

C₃₉H₆₅N₅O₅Si₃

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