5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁶-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate)

Base Information

• Chemical Name: 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁶-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate)
• CAS No.: 75933-80-1
• Molecular Formula: C₅₈H₅₁Cl₂N₆O₁₁P
• Molecular Weight: 1109.96

Synonyms:5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁶-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate)

Chemical Property of 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁶-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate)

Chemical Property:

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Technology Process of 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁶-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate)

There total 6 articles about 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁶-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate) 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: 92.0%

5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N6-benzoyladenosine (71933-61-4) + 4-chlorophenyl 5-chloro-8-quinolyl hydrogen phosphate (81366-72-5) → 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N6-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate) (75933-80-1)

Guidance literature:

With 8-quinolinesulphonyl tetrazolide; In pyridine; for 2h;

DOI:10.1246/cl.1982.197

Reference yield:

Phosphorochloridic acid 4-chloro-phenyl ester 5-chloro-quinolin-8-yl ester (77181-80-7) → 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N6-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate) (75933-80-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N

2: tetrahydrofuran / 0.25 h

3: aqueous pyridine

4: 92 percent / 8-quinolinesulfonyltetrazolide / pyridine / 2 h

With pyridine; 8-quinolinesulphonyl tetrazolide; triethylamine; In tetrahydrofuran; pyridine;

DOI:10.1246/cl.1982.197

Reference yield:

4-chlorophenyl 5-chloro-8-quinolyl phosphorotetrazolide (77181-81-8) + 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N6-benzoyladenosine (71933-61-4) → 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N6-benzoyladenosine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate) (75933-80-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.5h; Yield given;

DOI:10.1021/jo00316a020

upstream raw materials:

4-chlorophenyl 5-chloro-8-quinolyl phosphorotetrazolide

5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁶-benzoyladenosine

4-chlorophenyl 5-chloro-8-quinolyl hydrogen phosphate

5-Chloro-8-hydroxyquinoline

Downstream raw materials:

Phosphoric acid (2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 4-chloro-phenyl ester 5-chloro-quinolin-8-yl ester

C₄₉H₄₆ClN₅O₁₁P^(1-)

Phosphoric acid (2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine

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