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

Base Information

• Chemical Name: 5-(5'-amino-5'-deoxy-3'-O-tert-butyldimethylsilyl-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole
• CAS No.: 1352504-87-0
• Molecular Formula: C₂₄H₃₁ClF₃N₇O₄Si
• Molecular Weight: 602.088

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

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

There total 3 articles about 5-(5'-amino-5'-deoxy-3'-O-tert-butyldimethylsilyl-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: 83.0%

N-(5'-deoxy-3'-O-tert-butyldimethylsilyl-β-D-thymidin-5'-yl)-N'-(4-chloro-3-trifluoromethylphenyl)thiourea (1352504-84-7) → 5-(5'-amino-5'-deoxy-3'-O-tert-butyldimethylsilyl-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole (1352504-87-0)

Guidance literature:

With sodium azide; triethylamine; mercury dichloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

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

Guidance literature:

Multi-step reaction with 2 steps

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

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

With sodium azide; triethylamine; mercury dichloride; In 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-3'-O-tert-butyldimethylsilyl-β-D-thymidin-5'N-yl)-1-(4-chloro-3-trifluoromethylphenyl)tetrazole (1352504-87-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With sodium azide; triethylamine; mercury dichloride; In 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

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

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

Downstream raw materials:

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

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