N²-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine

Base Information

• Chemical Name: N²-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine
• CAS No.: 445434-01-5
• Molecular Formula: C₃₇H₅₀N₆O₇Si₂
• Molecular Weight: 748

Synonyms:N²-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine

Chemical Property of N²-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine

Chemical Property:

Purity/Quality:

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Technology Process of N²-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine

There total 7 articles about N²-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]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: 90.0%

N2-acetyl-6-O-diphenylcarbamoyl-2'-O-phenoxythiocarbonyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine (445433-97-6) → N2-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine (445434-01-5)

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) → N2-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine (445434-01-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 79 percent / trimethylsilyl trifluoromethanesulfonate / toluene / 80 °C

2: NaOH; pyridine / methanol; H₂O

3: 171 mg / pyridine

4: 68 percent / pyridine / 20 °C

5: 90 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) → N2-acetyl-2'-deoxy-6-O-diphenylcarbamoyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine (445434-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 171 mg / pyridine

2: 68 percent / pyridine / 20 °C

3: 90 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:

N²-acetyl-6-O-diphenylcarbamoyl-2'-O-phenoxythiocarbonyl-3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]guanosine

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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