5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine
CAS No.:618097-72-6
Molecular Formula:C₃₇H₄₅N₃O₉
Molecular Weight:675.779
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine 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: 92.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 618097-71-5
2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

: 618097-72-6
5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

Guidance literature:: With pyridine; dmap; at 20 ℃; for 12h;
DOI:10.1016/S0040-4020(03)01104-9

Reference yield:

: 5'-O-tert-butyldiphenylsilyl-2'-O-(2-aminooxyethyl)-5-methyluridine

: 618097-72-6
5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol / 20 °C

2.1: pyridinium p-toluenesulfonate; NaBH₃CN / methanol / 2.17 h / 10 - 20 °C

3.1: pyridinium p-toluenesulfonate / methanol / 0.25 h / 20 °C

3.2: 8.73 g / NaBH₃CN / methanol / 4.17 h / 10 - 20 °C

4.1: 71.31 percent / triethylamine trihydrofluoride; triethylamine / tetrahydrofuran / 18 h / 20 °C

5.1: 92 percent / pyridine; DMAP / 12 h / 20 °C

With pyridine; dmap; triethylamine trihydrofluoride; pyridinium p-toluenesulfonate; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(03)01104-9

Reference yield:

: 212061-26-2
2'-O-[(2-formadoxyiminooxy)ethyl]-5'-O-tert-butyldiphenylsilyl-5-methyluridine

: 618097-72-6
5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-[(N-isopropyl-N-methylamino)oxy]ethyl]-5-methyluridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate; NaBH₃CN / methanol / 2.17 h / 10 - 20 °C

2.1: pyridinium p-toluenesulfonate / methanol / 0.25 h / 20 °C

2.2: 8.73 g / NaBH₃CN / methanol / 4.17 h / 10 - 20 °C

3.1: 71.31 percent / triethylamine trihydrofluoride; triethylamine / tetrahydrofuran / 18 h / 20 °C

4.1: 92 percent / pyridine; DMAP / 12 h / 20 °C

With pyridine; dmap; triethylamine trihydrofluoride; pyridinium p-toluenesulfonate; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(03)01104-9