N⁶-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine

Base Information

• Chemical Name: N⁶-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine
• CAS No.: 172161-49-8
• Molecular Formula: C₂₅H₃₅N₅O₄SSi
• Molecular Weight: 529.736
• Mol file: 172161-49-8.mol

Synonyms:N⁶-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine

Chemical Property of N⁶-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine

There total 1 articles about N⁶-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine 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: 88.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + N6-benzoyl-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine (51549-39-4) → N6-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine (172161-49-8)

Guidance literature:

With acetic anhydride; acetic acid; at 20 ℃;

Reference yield: 68.0%

3’-O-tert-butyldimethylsilyl-5’-deoxy-5’-mercaptothymidine (144944-96-7) + N6-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine (172161-49-8) → N6-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-methylene-2'-deoxyadenosynyl-(3'->5')-3'-O-tert-butyldimethylsilyl-5'-deoxy-5'-thiothymidine

Guidance literature:

With sulfuryl dichloride; 3 A molecular sieve; N-ethyl-N,N-diisopropylamine; cyclohexene; In dichloromethane; 1.) 0 deg C, 2 min then r.t., 10 min; 2.) 3 h;

DOI:10.1016/00404-0399(50)1393-V

Reference yield: 64.0%

N6-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine (172161-51-2) + N6-benzoyl-3′-O-(methylthiomethyl)-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine (172161-49-8) → N6-benzoyl-5'-O-tert-butyldimethylsilyl-3'-O-methylene-2'-deoxyadenosynyl-(3'->5')-N6-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

Guidance literature:

With sulfuryl dichloride; 3 A molecular sieve; N-ethyl-N,N-diisopropylamine; cyclohexene; In dichloromethane; Ambient temperature;

DOI:10.1016/00404-0399(50)1393-V

upstream raw materials:

dimethyl sulfoxide

N⁶-benzoyl-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine

Downstream raw materials:

N⁶-benzoyl-3′-O-(azidomethyl)-2′-deoxyadenosine