Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester
• CAS No.: 83831-80-5
• Molecular Formula: C₅₉H₅₇N₄O₁₁P
• Molecular Weight: 1029.1

Synonyms:

Chemical Property of Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

There total 7 articles about Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester 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: 40.0%

Imidazol-1-yl-methyl-phosphinic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (116872-49-2,116872-68-5) → 5'-O-tritylthymidine 3'-O(S-p-chlorophenyl)methylphosphonotioate (116872-56-1,116872-73-2) + Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (83831-80-5)

Guidance literature:

With p-Chlorothiophenol; for 5h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)80262-2

Reference yield:

Imidazol-1-yl-methyl-phosphinic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (116872-49-2,116872-68-5) + thiophenol (108-98-5) → 5'-O-tritylthymidine-3'-O(S-phenyl)methylphosphonothioate (116872-57-2,116872-74-3) + Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (83831-80-5)

Guidance literature:

at 25 ℃; for 5h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)80262-2

Reference yield:

Imidazol-1-yl-methyl-phosphinic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (116872-49-2,116872-68-5) + phenylmethanethiol (100-53-8) → 5'-O-tritylthymidine-3'-O(S-benzyl)methylphosphonothioate (116872-75-4,116893-36-8) + Methyl-phosphonic acid (2R,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester (83831-80-5)

Guidance literature:

at 25 ℃; for 5h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)80262-2

upstream raw materials:

Imidazol-1-yl-methyl-phosphinic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

thiophenol

phenylmethanethiol

p-Chlorothiophenol

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