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

Base Information

• Chemical Name: 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
• CAS No.: 116872-49-2
• Molecular Formula: C₃₃H₃₃N₄O₆P
• Molecular Weight: 612.622

Synonyms:

Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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:

C7H9N4OP (99450-90-5) + 5'-O-tritylthymidine (7791-71-1) → 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)

Guidance literature:

for 1h; Ambient temperature;

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

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

upstream raw materials:

C₇H₉N₄OP

5'-O-tritylthymidine

Downstream raw materials:

5'-O-tritylthymidine 3'-O(S-p-chlorophenyl)methylphosphonotioate

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

5'-O-tritylthymidine-3'-O(S-phenyl)methylphosphonothioate

5'-O-tritylthymidine-3'-O(S-benzyl)methylphosphonothioate

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