3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine

Base Information

• Chemical Name: 3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine
• CAS No.: 497068-98-1
• Molecular Formula: C₄₀H₄₀N₈O₈
• Molecular Weight: 760.806
• Mol file: 497068-98-1.mol

Synonyms:3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine

Chemical Property of 3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine

There total 2 articles about 3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine 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: 89.0%

1-((2R,4S,5S)-4-hydroxy-5-(iodomethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione (25953-14-4,94892-66-7) + 3'-deoxy-3'-(1H-terazol-5-yl)-5'-O-tritylthymidine (497068-94-7) → 3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine (497068-98-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 110 ℃; for 18h;

DOI:10.1002/1522-2675(200209)85:9<2847::AID-HLCA2847>3.0.CO;2-1

Reference yield:

1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine (118188-69-5) → 3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine (497068-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / dimethylammonium azide / dimethylformamide / 10 h / 100 °C

2: 89 percent / Et₃N / dimethylformamide / 18 h / 110 °C

With dimethyl ammonium azide; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/1522-2675(200209)85:9<2847::AID-HLCA2847>3.0.CO;2-1

Reference yield:

3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-tritylthymidine (497068-98-1) → 3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-(4,4'-dimethoxytrityl)thymidine (497069-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / aq. AcOH / H₂O / 18 h / 80 °C

2: 70 percent / pyridine

With acetic acid; In pyridine; water;

DOI:10.1002/1522-2675(200209)85:9<2847::AID-HLCA2847>3.0.CO;2-1

upstream raw materials:

1-((2R,4S,5S)-4-hydroxy-5-(iodomethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

3'-deoxy-3'-(1H-terazol-5-yl)-5'-O-tritylthymidine

1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine

Downstream raw materials:

3'-deoxy-3'-[2-(5'-deoxythymidin-5'-yl)-2H-tetrazol-5-yl]-5'-O-(4,4'-dimethoxytrityl)thymidine