methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl N³,3'-O-dibenzoylthymidin-5'-yl phosphate

Base Information

• Chemical Name: methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl N³,3'-O-dibenzoylthymidin-5'-yl phosphate
• CAS No.: 102538-11-4
• Molecular Formula: C₆₃H₅₉N₄O₁₇P
• Molecular Weight: 1175.15

Synonyms:methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl N³,3'-O-dibenzoylthymidin-5'-yl phosphate

Chemical Property of methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl N³,3'-O-dibenzoylthymidin-5'-yl phosphate

Chemical Property:

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Technology Process of methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl N³,3'-O-dibenzoylthymidin-5'-yl phosphate

There total 10 articles about methyl 5'-O-dimethoxytrityl-N³-benzoylthymidin-3'-yl N³,3'-O-dibenzoylthymidin-5'-yl phosphate 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-(4-4'-dimethoxytrityl)-N3-benzoyl thymidine (102573-69-3) → methyl 5'-O-dimethoxytrityl-N3-benzoylthymidin-3'-yl N3,3'-O-dibenzoylthymidin-5'-yl phosphate (102538-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / pyridine / 0.17 h / Ambient temperature

2: 1.) AgOAc, lutidine, NEt₃, 2.) 0.2M iodine, H₂O, 2,6-lutidine / 1.) CH₂Cl₂, 2 min, 2.) CH₂Cl₂, THF

With 2,6-dimethylpyridine; lutidine; water; iodine; silver(I) acetate; triethylamine; In pyridine;

DOI:10.1021/ja00273a049

Reference yield:

3,3'-O,N-dibenzoylthymidine (94189-81-8) + Thiophosphorous acid O-{(2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl} ester S-ethyl ester O'-methyl ester (102538-03-4) → methyl 5'-O-dimethoxytrityl-N3-benzoylthymidin-3'-yl N3,3'-O-dibenzoylthymidin-5'-yl phosphate (102538-11-4)

Guidance literature:

With 2,6-dimethylpyridine; lutidine; water; iodine; silver(I) acetate; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, 2 min, 2.) CH₂Cl₂, THF;

DOI:10.1021/ja00273a049

Reference yield:

3,3'-O,N-dibenzoylthymidine (94189-81-8) + Thiophosphorous acid O-{(2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl} ester O'-methyl ester S-propyl ester (102538-04-5) → methyl 5'-O-dimethoxytrityl-N3-benzoylthymidin-3'-yl N3,3'-O-dibenzoylthymidin-5'-yl phosphate (102538-11-4)

Guidance literature:

With 2,6-dimethylpyridine; lutidine; water; iodine; silver(I) acetate; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, 2 min, 2.) CH₂Cl₂, THF;

DOI:10.1021/ja00273a049

upstream raw materials:

sodium methylate

C₆₈H₆₁N₄O₁₆PS

3,3'-O,N-dibenzoylthymidine

Thiophosphorous acid O-{(2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl} ester S-ethyl ester O'-methyl ester

Downstream raw materials:

C₄₂H₄₇N₄O₁₄P

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