5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole

Base Information

• Chemical Name: 5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole
• CAS No.: 1352504-89-2
• Molecular Formula: C₁₈H₁₇ClF₃N₇O₄
• Molecular Weight: 487.826

Synonyms:5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole

Chemical Property of 5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole

Chemical Property:

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Technology Process of 5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole

There total 4 articles about 5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole 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: 53.0%

5-(5'-amino-5'-deoxy-3'-O-tert-butyldimethylsilyl-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole (1352504-87-0) → 5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole (1352504-89-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2011.10.021

Reference yield:

1-chloro-4-isothiocyanato-2-(trifluoromethyl)benzene (23163-86-2) → 5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole (1352504-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 1 h / 0 °C

2: sodium azide; triethylamine; mercury dichloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With sodium azide; tetrabutyl ammonium fluoride; triethylamine; mercury dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.10.021

Reference yield:

5'-amino-3'-O-(tert-butyldimethylsilyl)-5’-deoxythymidine (130128-70-0) → 5-(5'-amino-5'-deoxy-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole (1352504-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 1 h / 0 °C

2: sodium azide; triethylamine; mercury dichloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With sodium azide; tetrabutyl ammonium fluoride; triethylamine; mercury dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.10.021

upstream raw materials:

N-(5'-deoxy-3'-O-tert-butyldimethylsilyl-β-D-thymidin-5'-yl)-N'-(4-chloro-3-trifluoromethylphenyl)thiourea

5-(5'-amino-5'-deoxy-3'-O-tert-butyldimethylsilyl-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole

1-chloro-4-isothiocyanato-2-(trifluoromethyl)benzene

5'-amino-3'-O-(tert-butyldimethylsilyl)-5’-deoxythymidine

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