N⁶-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside

Base Information

• Chemical Name: N⁶-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside
• CAS No.: 1541908-40-0
• Molecular Formula: C₃₄H₄₉N₅O₈Si₂
• Molecular Weight: 711.963

Synonyms:N⁶-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside

Chemical Property of N⁶-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of N⁶-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside

There total 1 articles about N⁶-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside 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:

levulinic anhydride (40608-06-8) + N6-benzoyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside (79848-03-6) → N6-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside (1541908-40-0)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo4024182

Reference yield: 75.0%

N6-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside (1541908-40-0) → N6-benzoyl-2′-O-levulinyl-adenosine-9-β-D-arabinofuranoside (1541908-42-2)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/jo4024182

Reference yield:

N6-benzoyl-2′-O-levulinyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside (1541908-40-0) → N6-benzoyl-2′-O-levulinyl-5′-O-[4,4′-dimethoxytrityl]-adenosine-9-β-D-arabinofuranoside (1541908-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

2: pyridine / 10 h / 20 °C / Inert atmosphere

With pyridine; triethylamine tris(hydrogen fluoride); In tetrahydrofuran;

DOI:10.1021/jo4024182

upstream raw materials:

levulinic anhydride

N⁶-benzoyl-3′,5′-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-adenosine-9-β-D-arabinofuranoside

Downstream raw materials:

N⁶-benzoyl-2′-O-levulinyl-adenosine-9-β-D-arabinofuranoside

N⁶-benzoyl-2′-O-levulinyl-5′-O-[4,4′-dimethoxytrityl]-adenosine-9-β-D-arabinofuranoside

N⁶-benzoyl-2′-O-(4,4′-dimethoxytrityl)-3′-O-[(2-cyanoethyl-N,N-diisopropyl)phosphoramidite]-5′-O-levulinyl-adenosine-9-β-D-arabinofuranoside

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