Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine

Base Information

• Chemical Name: Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine
• CAS No.: 78462-58-5
• Molecular Formula: C₅H₅N*C₄₄H₄₃ClN₃O₁₂P
• Molecular Weight: 951.366

Synonyms:

Chemical Property of Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine

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Technology Process of Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine

There total 3 articles about Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine 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:

5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-uridine-3'-(4-chlorophenyl 5-chloro-8-quinolyl-phosphate) (75933-79-8) → Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine (78462-58-5)

Guidance literature:

With N₁,N₁,N₃,N₃-tetrametylquanidium salt of 2-pyridinecarboxaldehyde oxim; In 1,4-dioxane; methanol; at 20 ℃; for 16h; Yield given;

DOI:10.1246/cl.1981.543

Reference yield:

5-Chloro-8-hydroxyquinoline (130-16-5) → Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine (78462-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) triethylamine, 2.) tetrazole, triethylamine / 1.) THF, -10 deg C, 15 min; room temperature 45 min, 2.) THF, 10 min, 3.) THF, room temperature, 30 min

2: 1 M N¹,N¹,N³,N³-tetramethylguanidium salt of 2-pyridinaldoxime (PAO) / dioxane; methanol / 16 h / 20 °C

With 1H-tetrazole; N₁,N₁,N₃,N₃-tetrametylquanidium salt of 2-pyridinecarboxaldehyde oxim; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1246/cl.1981.543

Reference yield:

5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-uridine (51296-18-5) → Phosphoric acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 5-chloro-quinolin-8-yl ester; compound with pyridine (78462-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) triethylamine, 2.) tetrazole, triethylamine / 1.) THF, -10 deg C, 15 min; room temperature 45 min, 2.) THF, 10 min, 3.) THF, room temperature, 30 min

2: 1 M N¹,N¹,N³,N³-tetramethylguanidium salt of 2-pyridinaldoxime (PAO) / dioxane; methanol / 16 h / 20 °C

With 1H-tetrazole; N₁,N₁,N₃,N₃-tetrametylquanidium salt of 2-pyridinecarboxaldehyde oxim; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1246/cl.1981.543

upstream raw materials:

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

5-Chloro-8-hydroxyquinoline

5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-uridine

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