2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester

Base Information

• Chemical Name: 2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester
• CAS No.: 128548-95-8
• Molecular Formula: C₄₈H₇₄ClN₂O₉PSi
• Molecular Weight: 917.636
• Mol file: 128548-95-8.mol

Synonyms:2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester

Chemical Property of 2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester

There total 6 articles about 2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester 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: 38.0%

sodium 3-<7β-(triethylsiloxy)cholesteryl> 2-chlorophenyl phosphate (128548-92-5) + L-Deoxyuridine (951-78-0,4449-42-7,4481-11-2,13039-99-1,31501-19-6,41545-92-0,41546-05-8,88494-09-1,63844-76-8) → 2-chlorophenyl 3'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester (128575-79-1) + 2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester (128548-95-8)

Guidance literature:

With 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In pyridine; for 24h;

DOI:10.1021/jm00170a034

Reference yield:

triethylsilyl chloride (994-30-9) → 2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester (128548-95-8)

Guidance literature:

Multi-step reaction with 5 steps

1: diisopropylethylamine / dimethylformamide / 4 h / Ambient temperature

2: 1 N NaOH, tetrabutylammonium bromide / tetrahydrofuran / 72 h / Ambient temperature

3: triethylamine / tetrahydrofuran / 4 h / 0 °C

4: 20percent aq. NaHCO₃ / tetrahydrofuran / 0.17 h

5: 38 percent / 1-(2-mesitylenesulfonyl)-3-nitro-1,2,4-triazole (MSNT) / pyridine / 24 h

With sodium hydroxide; tetrabutylammomium bromide; sodium hydrogencarbonate; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jm00170a034

Reference yield:

3β-acetoxy-7β-hydroxycholest-5-ene (17974-77-5) → 2-chlorophenyl 5'-(2'-deoxyuridylyl) 3-<7β-(triethylsiloxy)cholesteryl> phosphotriester (128548-95-8)

Guidance literature:

Multi-step reaction with 5 steps

1: diisopropylethylamine / dimethylformamide / 4 h / Ambient temperature

2: 1 N NaOH, tetrabutylammonium bromide / tetrahydrofuran / 72 h / Ambient temperature

3: triethylamine / tetrahydrofuran / 4 h / 0 °C

4: 20percent aq. NaHCO₃ / tetrahydrofuran / 0.17 h

5: 38 percent / 1-(2-mesitylenesulfonyl)-3-nitro-1,2,4-triazole (MSNT) / pyridine / 24 h

With sodium hydroxide; tetrabutylammomium bromide; sodium hydrogencarbonate; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jm00170a034

upstream raw materials:

sodium 3-<7β-(triethylsiloxy)cholesteryl> 2-chlorophenyl phosphate

L-Deoxyuridine

triethylsilyl chloride

3β-acetoxy-7β-hydroxycholest-5-ene