5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N⁶-benzoyl-8-aminoadenosine 3'-H-phosphonate

Base Information

• Chemical Name: 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N⁶-benzoyl-8-aminoadenosine 3'-H-phosphonate
• CAS No.: 183320-42-5
• Molecular Formula: C₄₆H₅₂N₇O₁₀P
• Molecular Weight: 893.934

Synonyms:5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N⁶-benzoyl-8-aminoadenosine 3'-H-phosphonate

Chemical Property of 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N⁶-benzoyl-8-aminoadenosine 3'-H-phosphonate

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N⁶-benzoyl-8-aminoadenosine 3'-H-phosphonate

There total 9 articles about 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N⁶-benzoyl-8-aminoadenosine 3'-H-phosphonate 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: 60.0%

Trimethylenediamine (109-76-2,54018-94-9) + 5'-O-dimethoxytrityl-2'-O-tetrahydropyranyl-N6-benzoyl-8-bromoadenosine 3'-H-phosphonate (183320-37-8) → 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N6-benzoyl-8-aminoadenosine 3'-H-phosphonate (183320-42-5)

Guidance literature:

With pyridine; at 80 ℃; for 24h;

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N6-benzoyl-8-aminoadenosine 3'-H-phosphonate (183320-42-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 64 percent / p-toluenesulfonic acid monohydrate / CHCl₃ / 1 h / Ambient temperature

2: pyridine / 2.5 h / Ambient temperature

3: tetraethylammonium bromide, 5 N aq. KF / acetonitrile / 1 h / 60 °C

4: 93 percent

5: 83 percent / salicylchlorophosphite, N-methylmorpholine / dioxane

6: 60 percent / pyridine / 24 h / 80 °C

With 4-methyl-morpholine; pyridine; potassium fluoride; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; tetraethylammonium bromide; toluene-4-sulfonic acid; In 1,4-dioxane; chloroform; acetonitrile;

Reference yield:

2'-O-(tetrahydropyran-2-yl)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-8-bromoadenosine (183320-17-4) → 5'-O-dimethoxytrityl-2'-O-(tetrahydropyran-2-yl)-N6-benzoyl-8-aminoadenosine 3'-H-phosphonate (183320-42-5)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 2.5 h / Ambient temperature

2: tetraethylammonium bromide, 5 N aq. KF / acetonitrile / 1 h / 60 °C

3: 93 percent

4: 83 percent / salicylchlorophosphite, N-methylmorpholine / dioxane

5: 60 percent / pyridine / 24 h / 80 °C

With 4-methyl-morpholine; pyridine; potassium fluoride; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; tetraethylammonium bromide; In 1,4-dioxane; acetonitrile;

upstream raw materials:

Trimethylenediamine

5'-O-dimethoxytrityl-2'-O-tetrahydropyranyl-N⁶-benzoyl-8-bromoadenosine 3'-H-phosphonate

3,4-dihydro-2H-pyran

4,4'-dimethoxytrityl chloride

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