3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine

Base Information

• Chemical Name: 3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine
• CAS No.: 287737-68-2
• Molecular Formula: C₄₂H₄₁N₅O₉S
• Molecular Weight: 791.882

Synonyms:3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine

Chemical Property of 3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine

Chemical Property:

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Technology Process of 3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine

There total 2 articles about 3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine 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: 52.0%

6-benzoylamino-9-trimethylsilylpurine (60855-35-8) + (3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-(2-(tosyloxy)ethyl)tetrahydrofuran-2,3-diyl diacetate (452949-21-2) → 3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine (287737-68-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 50 ℃; for 4h;

DOI:10.1016/S0968-0896(03)00115-9

Reference yield:

→ 3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine (287737-68-2)

Guidance literature:

Reference yield: 78.0%

3',5'-di-O-benzyl-4'-C-(p-toluenesulfonyloxyethyl)-2'-O-acetyl-6-N-benzoyladenosine (287737-68-2) → 3',5'-di-O-benzyl-2'-O,4'-C-ethylene-6-N-benzoyladenosine (287737-41-1)

Guidance literature:

With pyridine; sodium hydroxide; In methanol; water; at 20 ℃; for 0.25h;

DOI:10.1016/S0968-0896(03)00115-9

upstream raw materials:

6-benzoylamino-9-trimethylsilylpurine

(3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-5-(2-(tosyloxy)ethyl)tetrahydrofuran-2,3-diyl diacetate

Downstream raw materials:

3',5'-di-O-benzyl-2'-O,4'-C-ethylene-6-N-benzoyladenosine

2'-O,4'-C-ethylene-6-N-benzoyladenosine

5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-ethylene-6-N-benzoyladenosine

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