N⁶-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine

Base Information

• Chemical Name: N⁶-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine
• CAS No.: 445434-00-4
• Molecular Formula: C₂₉H₄₃N₅O₅Si₂
• Molecular Weight: 598.851

Synonyms:N⁶-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine

Chemical Property of N⁶-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine

Chemical Property:

Purity/Quality:

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Technology Process of N⁶-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine

There total 7 articles about N⁶-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine 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: 85.0%

N6-benzoyl-2'-O-phenoxythiocarbonyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine (445433-96-5) → N6-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine (445434-00-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 100 ℃;

DOI:10.1021/jo016281q

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-[5-13C]ribose (54447-56-2) → N6-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine (445434-00-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / trimethylsilyl trifluoromethanesulfonate / toluene / 80 °C

2: NaOH; pyridine / methanol; H₂O

3: 228 mg / pyridine

4: 68 percent / pyridine / 20 °C

5: 85 percent / tributyltin hydride; AIBN / toluene / 100 °C

With pyridine; sodium hydroxide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; tri-n-butyl-tin hydride; In methanol; water; toluene;

DOI:10.1021/jo016281q

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → N6-benzoyl-2'-deoxy-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine (445434-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 228 mg / pyridine

2: 68 percent / pyridine / 20 °C

3: 85 percent / tributyltin hydride; AIBN / toluene / 100 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;

DOI:10.1021/jo016281q

upstream raw materials:

N⁶-benzoyl-2'-O-phenoxythiocarbonyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]adenosine

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-[5-13C]ribose

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

methyl 2,3,5-tri-O-benzoyl-D-[5-13C]ribofuranoside

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