D-[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-di-tert-butylsilanediyl-N⁶-benzoyladenosine

Base Information

• Chemical Name: D-[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-di-tert-butylsilanediyl-N⁶-benzoyladenosine
• CAS No.: 335595-77-2
• Molecular Formula: C₃₁H₄₇N₅O₅Si₂
• Molecular Weight: 626.905

Synonyms:D-[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-di-tert-butylsilanediyl-N⁶-benzoyladenosine

Chemical Property of D-[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-di-tert-butylsilanediyl-N⁶-benzoyladenosine

Chemical Property:

Purity/Quality:

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Technology Process of D-[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-di-tert-butylsilanediyl-N⁶-benzoyladenosine

There total 12 articles about D-[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-di-tert-butylsilanediyl-N⁶-benzoyladenosine 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: 74.0%

tert-butyldimethylsilyl chloride (18162-48-6) + [1'-13C]-3',5'-O-(di-tert-butylsilanediyl)-N6-benzoyladenosine (335595-71-6) → [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N6-benzoyladenosine (335595-77-2)

Guidance literature:

With dmap; In pyridine; Heating;

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

Reference yield: 74.0%

tert-butyldimethylsilyl chloride (18162-48-6) + D-[1'-13C]-3',5'-O-(di-tert-butylsilanediyl)-N6-benzoyladenosine (335595-71-6) → D-[1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-di-tert-butylsilanediyl-N6-benzoyladenosine (335595-77-2)

Guidance literature:

With silver nitrate; In N,N-dimethyl-formamide;

DOI:10.1081/NCN-100002463

Reference yield:

N-benzoyladenine (4005-49-6) → [1'-13C]-2'-O-tert-butyldimethylsilyl-3',5'-O-(di-tert-butylsilanediyl)-N6-benzoyladenosine (335595-77-2)

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 / NaOH / pyridine; ethanol / 0.5 h / 0 °C

4: 72 percent / AgNO₃ / dimethylformamide / 0.25 h / 20 °C

5: 74 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

upstream raw materials:

tert-butyldimethylsilyl chloride

[1'-13C]-3',5'-O-(di-tert-butylsilanediyl)-N⁶-benzoyladenosine

N-benzoyladenine

N-Benzoyl-N,9-bis(trimethylsilyl)adenin

Downstream raw materials:

D-[1'-13C]-2'-O-tert-butyldimethylsilyl-N⁶-benzoyladenosine

C₄₃⁽¹³⁾CH₄₉N₅O₇Si

[1'-13C]-5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl-N⁶-benzoyladenosine

[1'-13C]-2'-O-tert-butyldimethylsilyl-N⁶-benzoyladenosine

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