N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

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Chemical Name:N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate
CAS No.:211575-74-5
Molecular Formula:C₄₄H₅₀N₅O₁₃P
Molecular Weight:887.88
Hs Code.:

Synonyms:N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

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Chemical Property of N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

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Technology Process of N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

There total 3 articles about N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate 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:

: 439113-12-9
C₁₉H₃₂N₃O₆P

: 211575-74-5
N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrazole; CH₃CN; H₂₀ / CH₂Cl₂ / 0.25 h

2.1: trimethylsilyl chloride; I₂; Et₃N / pyridine / 0.25 h

2.2: pyridine / 12 h

With 1H-tetrazole; chloro-trimethyl-silane; water; iodine; triethylamine; acetonitrile; In pyridine; dichloromethane;
DOI:10.1021/ol0259084

Reference yield:

: 439113-14-1
Acetic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-methylphosphinoyloxymethyl-tetrahydro-furan-3-yl ester

: 143526-94-7,139063-29-9
3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine

: 211575-74-5
N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

: 211575-75-6
N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

Guidance literature:: Acetic acid (2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-methylphosphinoyloxymethyl-tetrahydro-furan-3-yl ester; With chloro-trimethyl-silane; iodine; triethylamine; In pyridine; for 0.25h;

3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine; In pyridine; for 12h; Further stages.;
DOI:10.1021/ol0259084

Reference yield:

: 676-97-1
methylphosphonic acid dichloroanhydride

: 21090-30-2
3'-O-acetylthymidine

: 143526-94-7,139063-29-9
3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine

: 211575-74-5
N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

: 211575-75-6
N-[5'-O-(4,4'-dimethoxytrityl)-3'-amino-3'-deoxythymidin-3'-yl]-O-(3'-O-acetylthymidin-5'-yl)-methanephosphonamidate

Guidance literature:: methylphosphonic acid dichloroanhydride; 3'-O-acetylthymidine; In pyridine; at 0 ℃; for 0.25h;

3'-amino-5'-(4,4'-dimethoxytrityl)-3'-deoxythymidine; In pyridine; at 20 ℃; for 2h; Further stages.;
DOI:10.1021/ol0259084