4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate

Base Information

• Chemical Name: 4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate
• CAS No.: 428506-21-2
• Molecular Formula: C₂₂H₃₂N₄O₉SSi
• Molecular Weight: 556.669
• Mol file: 428506-21-2.mol

Synonyms:4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate

Chemical Property of 4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate

There total 2 articles about 4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate 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: 68.0%

4-nitrophenyl sulfurochloridate (18997-12-1) + 5'-amino-3'-O-(tert-butyldimethylsilyl)-5’-deoxythymidine (130128-70-0) → 4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate (428506-21-2)

Guidance literature:

With 4-nitro-phenol; triethylamine; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1039/b110603c

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate (428506-21-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / pyridine; SO₂Cl₂ / diethyl ether / 4 h / 20 °C

2: 68 percent / 4-nitrophenol; Et₃N / CH₂Cl₂ / 1 h / -78 °C

With pyridine; sulfuryl dichloride; 4-nitro-phenol; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1039/b110603c

Reference yield: 83.0%

3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine (143526-94-7,139063-29-9) + 4-nitrophenyl 3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine-3'-sulfamate (428506-21-2) → 5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidin-3'-ylsulfamido-[3'(N)->5'(N)]-3'-O-(tert-butyldimethylsilyl)-5'-deoxythymidine (193894-17-6)

Guidance literature:

With 4 A molecular sieve; In dichloromethane; for 12h;

DOI:10.1039/b110603c

upstream raw materials:

4-nitrophenyl sulfurochloridate

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

4-nitro-phenol

Downstream raw materials:

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