5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

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Chemical Name:5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine
CAS No.:159312-17-1
Molecular Formula:C₄₁H₄₀N₂O₉S
Molecular Weight:736.843
Hs Code.:

Synonyms:5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

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Chemical Property of 5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

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Technology Process of 5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

There total 7 articles about 5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine 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: 91.0%

: 159312-16-0
5'-O-(p-monomethoxytrityl)-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

: 1005-56-7
phenylcarbonochloridothioate

: 159312-17-1
5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

Guidance literature:: With pyridine; dmap; In acetonitrile; for 0.5h;
DOI:10.1016/S0040-4020(01)90437-5

Reference yield:

: 159312-11-5
5'-O-(p-monomethoxytrityl)-2',3'-secoribothymidine

: 159312-17-1
5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

Guidance literature:: Multi-step reaction with 5 steps

1: 19 percent / pyridine / Ambient temperature

2: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h

3: tetrahydrofuran

4: 80 percent / NH₄F / methanol

5: 91 percent / DMAP, pyridine / acetonitrile / 0.5 h

With pyridine; dichloro-acetic acid; dmap; ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0040-4020(01)90437-5

Reference yield:

: (R)-3-[(4-Methoxy-phenyl)-diphenyl-methoxy]-2-[(R)-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-oxo-ethoxy]-propionaldehyde

: 159312-17-1
5'-O-(p-monomethoxytrityl)-3'-O-phenoxythiocarbonyl-2'-deoxy-2'-C-(E-carbethoxymethylidene)-2',3'-secoribothymidine

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄ / ethanol

2: 19 percent / pyridine / Ambient temperature

3: DCC, dichloroacetic acid / dimethylsulfoxide / 2 h

4: tetrahydrofuran

5: 80 percent / NH₄F / methanol

6: 91 percent / DMAP, pyridine / acetonitrile / 0.5 h

With pyridine; dichloro-acetic acid; dmap; ammonium fluoride; sodium tetrahydroborate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0040-4020(01)90437-5