5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine
• CAS No.: 288391-05-9
• Molecular Formula: C₄₇H₅₉N₅O₁₃SSi
• Molecular Weight: 962.163

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine

There total 2 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine 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: 97.0%

3'-O-(t-butyldimethylsilyl)thymidine (40733-27-5) + 4-nitrophenyl 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamate (288391-04-8) → 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine (288391-05-9)

Guidance literature:

With 4 A molecular sieve; triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/b110603c

Reference yield:

3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine (143526-94-7,139063-29-9) → 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine (288391-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃; 4-nitrophenol / CH₂Cl₂

2: NEt₃; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

With 4-nitro-phenol; 4 A molecular sieve; triethylamine; In dichloromethane; 1: Substitution / 2: Substitution;

DOI:10.1039/b001586p

Reference yield: 94.0%

5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamoyl-[3'(N)->5'(O)]-3'-O-(tert-butyldimethylsilyl)thymidine (288391-05-9) → 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidin-3'-ylsulfamoyl-[3'(N)->5'(O)]-thymidine (428506-23-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 5h;

DOI:10.1039/b110603c

upstream raw materials:

3'-O-(t-butyldimethylsilyl)thymidine

4-nitrophenyl 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-sulfamate

3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidin-3'-ylsulfamoyl-[3'(N)->5'(O)]-thymidine

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