[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N⁴-benzoylcytidine

Base Information

• Chemical Name: [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N⁴-benzoylcytidine
• CAS No.: 335595-78-3
• Molecular Formula: C₃₀H₄₇N₃O₆Si₂
• Molecular Weight: 602.88

Synonyms:[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N⁴-benzoylcytidine

Chemical Property of [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N⁴-benzoylcytidine

Chemical Property:

Purity/Quality:

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Technology Process of [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N⁴-benzoylcytidine

There total 5 articles about [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N⁴-benzoylcytidine 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: 79.0%

tert-butyldimethylsilyl chloride (18162-48-6) + [1'-13C]-3',5'-O-(di-tert-butylsilanediyl)-N4-benzoylcytidine (335595-73-8) → [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N4-benzoylcytidine (335595-78-3)

Guidance literature:

With dmap; In pyridine; Heating;

DOI:10.1016/S0008-6215(00)00327-X

Reference yield:

4-N-benzoylcytosine (26661-13-2) → [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N4-benzoylcytidine (335595-78-3)

Guidance literature:

Multi-step reaction with 5 steps

1: (NH₄)2SO₄ / 14 h / Heating

2: 86 percent / TMSOTf / 1,2-dichloro-ethane / 5.5 h / 20 - 45 °C

3: 99 percent / 1M NaOH / pyridine; ethanol / 0.5 h / 0 °C

4: 82 percent / AgNO₃ / dimethylformamide / 0.25 h / 20 °C

5: 79 percent / DMAP / pyridine / Heating

With dmap; ammonium sulfate; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; silver nitrate; In pyridine; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)00327-X

Reference yield:

N4-benzoyl-bis(trimethylsilyl)cytosine (60599-10-2) → [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N4-benzoylcytidine (335595-78-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / TMSOTf / 1,2-dichloro-ethane / 5.5 h / 20 - 45 °C

2: 99 percent / 1M NaOH / pyridine; ethanol / 0.5 h / 0 °C

3: 82 percent / AgNO₃ / dimethylformamide / 0.25 h / 20 °C

4: 79 percent / DMAP / pyridine / Heating

With dmap; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; silver nitrate; In pyridine; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)00327-X

upstream raw materials:

tert-butyldimethylsilyl chloride

[1'-13C]-3',5'-O-(di-tert-butylsilanediyl)-N⁴-benzoylcytidine

4-N-benzoylcytosine

N⁴-benzoyl-bis(trimethylsilyl)cytosine

Downstream raw materials:

[1'-13C]-2'-O-tert-butyldimethylsilyl-N⁴-benzoylcytidine

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