1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Base Information

• Chemical Name: 1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine
• CAS No.: 933063-83-3
• Molecular Formula: C₃₄H₅₃N₃O₁₀Si₂
• Molecular Weight: 719.98
• Mol file: 933063-83-3.mol

Synonyms:1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Chemical Property of 1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine

There total 1 articles about 1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine 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: 85.0%

3-(hydroxymethoxy)propan-1-ol diacetate (93185-18-3) + 1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N4-benzoylcytosine (69304-43-4) → 1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-83-3)

Guidance literature:

With tin(IV) chloride; In 1,2-dichloro-ethane; at -12 ℃; for 0.333333h;

DOI:10.1135/cccc20060804

Reference yield: 89.0%

1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-83-3) → 1-{2-O-[(3-acetoxypropoxy)methyl]-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-87-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1135/cccc20060804

Reference yield:

1-{2-O-[(3-acetoxypropoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}-N4-benzoylcytosine (933063-83-3) → 2'-O-[(3-acetoxypropoxy)methyl]-N4-benzoyl-3'-O-[(2-cyanoethyl)(diisopropylamino)phosphanyl]-5'-O-(4-methoxytrityl)cytidine

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / Bu₄NF*3H₂O / tetrahydrofuran / 20 °C

2: 77 percent / pyridine / 20 °C

3: 60 percent / ethyl(diisopropyl)amine / CH₂Cl₂

With pyridine; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1135/cccc20060804

upstream raw materials:

3-(hydroxymethoxy)propan-1-ol diacetate

1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N⁴-benzoylcytosine

Downstream raw materials:

1-{2-O-[(3-acetoxypropoxy)methyl]-β-D-ribofuranosyl}-N⁴-benzoylcytosine

1-{2-O-[(3-acetoxypropoxy)methyl]-5-O-(4-methoxytrityl)-β-D-ribofuranosyl}-N⁴-benzoylcytosine