5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine

Base Information

Chemical Name:5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine
CAS No.:153842-88-7
Molecular Formula:C₃₄H₃₂N₄O₆
Molecular Weight:592.651
Hs Code.:

Synonyms:5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine

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Chemical Property of 5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine

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Technology Process of 5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine

There total 4 articles about 5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine 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: 60.0%

: 5'-O-(4-monomethoxytrityl)-3'-O-(phenoxythiocarbonyl)-2'-didehydro-spiro<2'-(S),11-(8-(S)-cyano-10-(R)-N-methyl-9,10-isoxazolidine)>thymidine

: 153842-88-7
5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine

: 153842-84-3
5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methyl)thymidine

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 100 ℃; for 1h;
DOI:10.1016/S0040-4020(01)80209-X

Reference yield:

: 5'-O-(4-monomethoxytrityl)-2'-didehydro-spiro<2'-(S),11-(8-(S)-cyano-10-(R)-N-methyl-9,10-isoxazolidine)>thymidine

: 153842-88-7
5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / 4-dimethylaminopyridine / acetonitrile / 24 h / Ambient temperature

2: 5 percent / tributyltin hydride, azobisisobutyronitrile / toluene / 1 h / 100 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)80209-X

Reference yield:

: 2'-didehydro-spiro<2'-(S),11-(8-cyano-10-(R)-N-methyl-9,10-isoxazolidine)>thymidine

: 153842-88-7
5'-O-(4-monomethoxytrityl)-3'-deoxy-2',3'-didehydro-2'-C-(ethyl-8-(S)-cyano-8-O-hydroxylamino-N-methylene)thymidine

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / pyridine / Ambient temperature

2: 61 percent / 4-dimethylaminopyridine / acetonitrile / 24 h / Ambient temperature

3: 5 percent / tributyltin hydride, azobisisobutyronitrile / toluene / 1 h / 100 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)80209-X