Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester

Base Information

• Chemical Name: Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester
• CAS No.: 79607-36-6
• Molecular Formula: C₃₆H₄₄ClN₂O₈PSi
• Molecular Weight: 727.266

Synonyms:

Chemical Property of Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester

Chemical Property:

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Technology Process of Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester

There total 1 articles about Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl 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:

methyl dichlorophosphite (3279-26-3) + 2'-O-t-Butyldimethylsilyl-5'-O-monomethoxytrityl-N6-benzoyluridin (65109-15-1) → Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester (79607-36-6)

Guidance literature:

With 2,3,5-trimethyl-pyridine; In tetrahydrofuran; at -78 ℃; for 0.25h;

DOI:10.1016/S0040-4039(00)93677-3

Reference yield:

N-(9-{(2R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-benzamide (72409-35-9) + Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester (79607-36-6) + 3'-methylchlorophosphite of 5'-monomethoxytrityl-2'-TBDMS-N-benzoylcytidine (79607-32-2) → C28H34N10O20P2(2-)*2Na(1+)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)93677-3

Reference yield:

N-(9-{(2R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-benzamide (72409-35-9) + Phosphorochloridous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester (79607-36-6) + 3'-methylchlorophosphite of 5'-monomethoxytrityl-2'-TBDMS-N-benzoylcytidine (79607-32-2) → C37H45N13O27P3(3-)*3Na(1+)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)93677-3

upstream raw materials:

methyl dichlorophosphite

2'-O-t-Butyldimethylsilyl-5'-O-monomethoxytrityl-N⁶-benzoyluridin

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