5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine

Base Information

• Chemical Name: 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine
• CAS No.: 77451-34-4
• Molecular Formula: C₃₁H₃₁Br₂N₅O₈
• Molecular Weight: 761.424

Synonyms:5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine

Chemical Property of 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine

Chemical Property:

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Technology Process of 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine

There total 4 articles about 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-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: 77.0%

4-methoxy-2,6-dihydropyran (17327-22-9) + 5'-O-(o-dibromomethylbenzoyl)-3'-O-formyl-6-N-benzoyladenosine (77451-33-3) → 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine (77451-34-4)

Guidance literature:

With ammonia; toluene-4-sulfonic acid; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1016/0040-4020(80)88035-5

Reference yield:

o-di-bromomethyl-benzoyl chloride (73407-51-9) → 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine (77451-34-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 77 percent / 1) toluene-p-sulphonic acid monohydrate, 2) methanolic ammonia / dioxane / 2 h / 20 °C

With ammonia; toluene-4-sulfonic acid; In 1,4-dioxane;

DOI:10.1016/0040-4020(80)88035-5

Reference yield:

2',3'-di-O-methoxymethylidene-6-N-benzoyladenosine (65978-10-1) → 5'-O-(o-dibromomethylbenzoyl)-2'-O-methoxytetrahydropyranyl-6-N-benzoyladenosine (77451-34-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 77 percent / 1) toluene-p-sulphonic acid monohydrate, 2) methanolic ammonia / dioxane / 2 h / 20 °C

With ammonia; toluene-4-sulfonic acid; In 1,4-dioxane;

DOI:10.1016/0040-4020(80)88035-5

upstream raw materials:

4-methoxy-2,6-dihydropyran

5'-O-(o-dibromomethylbenzoyl)-3'-O-formyl-6-N-benzoyladenosine

o-di-bromomethyl-benzoyl chloride

2',3'-di-O-methoxymethylidene-6-N-benzoyladenosine

Downstream raw materials:

N⁶-benzoyl-2'-O-(4-methoxytetrahydropyran-4-yl)-5'-O-adenosine 3'-<(o-chlorophenyl)triethylammonium phosphate>

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