1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine

Base Information

• Chemical Name: 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine
• CAS No.: 329190-89-8
• Molecular Formula: C₃₅H₄₁N₂O₉P
• Molecular Weight: 664.692

Synonyms:1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine

Chemical Property of 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine

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Technology Process of 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine

There total 6 articles about 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine 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: 61.0%

diethyl[(trifluoromethylsulfonyl)oxy]methanephosphonate + 1-[2-deoxy-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine (52474-36-9) → 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine (329190-89-8) + 1-[2-deoxy-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]-3-N-[(diethylphosphono)methyl]thymine

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1080/15257770008045467

Reference yield: 60.0%

(diethoxyphosphinyl)methyl trifluoromethanesulfonate (106938-62-9) + 1-[2-deoxy-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine (52474-36-9) → 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine (329190-89-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1080/07328319908044682

Reference yield: 10.0%

diethyl[(trifluoromethylsulfonyl)oxy]methanephosphonate + 1-[2-deoxy-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine (52474-36-9) → 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine (329190-89-8) + 1-[2-deoxy-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]-3-N-[(diethylphosphono)methyl]thymine + 1-[2-deoxy-3-O-(diethylphosphono)methyl-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]-3-N-[(diethylphosphono)methyl]thymine

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 4 ℃; for 0.25h;

DOI:10.1080/15257770008045467

upstream raw materials:

(diethoxyphosphinyl)methyl trifluoromethanesulfonate

1-[2-deoxy-5-O-(4-methoxytrityl)-α-D-erythro-pentofuranosyl]thymine

mono-4-methoxytrityl chloride

α-deoxythymidine

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