1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine

Base Information

• Chemical Name: 1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine
• CAS No.: 86872-11-9
• Molecular Formula: C₆H₁₅N*C₃₀H₂₉N₂O₉P
• Molecular Weight: 693.734

Synonyms:

Chemical Property of 1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine

There total 4 articles about 1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine 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:

methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside (52783-53-6) → 1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ5-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine (86872-11-9)

Guidance literature:

Multi-step reaction with 3 steps

2: 67 percent / pyridine / 16 h

3: 1.) morpholinophosphorodichloridate, 2,6-butidine; 2.) DCC / 1.) dioxane, DMF, room temperature, 2 d; 2.) pyridine, room temperature, 22 h

With pyridine; 2,6-dimethylpyridine; morpholinophosphonic dichloride; dicyclohexyl-carbodiimide;

DOI:10.1248/cpb.31.513

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → 1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ5-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine (86872-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / pyridine / 16 h

2: 1.) morpholinophosphorodichloridate, 2,6-butidine; 2.) DCC / 1.) dioxane, DMF, room temperature, 2 d; 2.) pyridine, room temperature, 22 h

With pyridine; 2,6-dimethylpyridine; morpholinophosphonic dichloride; dicyclohexyl-carbodiimide;

DOI:10.1248/cpb.31.513

Reference yield:

5-Methyluridine (1463-10-1,642082-80-2) → 1-{(3aR,4R,6R,6aR)-2-Hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-oxo-tetrahydro-2λ5-furo[3,4-d][1,3,2]dioxaphosphol-4-yl}-5-methyl-1H-pyrimidine-2,4-dione; compound with triethyl-amine (86872-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / pyridine / 16 h

2: 1.) morpholinophosphorodichloridate, 2,6-butidine; 2.) DCC / 1.) dioxane, DMF, room temperature, 2 d; 2.) pyridine, room temperature, 22 h

With pyridine; 2,6-dimethylpyridine; morpholinophosphonic dichloride; dicyclohexyl-carbodiimide;

DOI:10.1248/cpb.31.513

upstream raw materials:

triethylamine

1-(5'-O-(monomethoxytrityl)-β-D-ribofuranosyl)thymine

methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside

mono-4-methoxytrityl chloride

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