N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine

Base Information

• Chemical Name: N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine
• CAS No.: 232588-77-1
• Molecular Formula: C₄₀H₅₁N₃O₅Si₂
• Molecular Weight: 710.033

Synonyms:N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine

Chemical Property of N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine

There total 1 articles about N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine 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:

Methyltriphenylphosphonium bromide (1779-49-3) + N4-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-formyl-β-D-ribo-pentofuranosyl>cytosine (232588-76-0) → N4-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine (232588-77-1)

Guidance literature:

With n-butyllithium; Yield given; Multistep reaction; 1.) hexane, THF, 0 deg C, 30 min, 2.) THF, hexane, RT, 1 h;

DOI:10.1021/jm990050i

Reference yield: 89.0%

N4-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine (232588-77-1) → 1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine (232588-85-1)

Guidance literature:

With methanol; 1,8-diazabicyclo[5.4.0]undec-7-ene; for 0.5h; Ambient temperature;

DOI:10.1021/jm990050i

Reference yield:

N4-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine (232588-77-1) → N-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-5-vinyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 4h;

DOI:10.1002/anie.200290043

upstream raw materials:

Methyltriphenylphosphonium bromide

N⁴-benzoyl-1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-formyl-β-D-ribo-pentofuranosyl>cytosine

Downstream raw materials:

1-<3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-4α-ethenyl-β-D-ribo-pentofuranosyl>cytosine

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