1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose

Base Information

Chemical Name:1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose
CAS No.:911468-83-2
Molecular Formula:C₄₂H₅₂F₂O₇Si
Molecular Weight:734.953
Hs Code.:

Synonyms:1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose

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Chemical Property of 1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose

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Technology Process of 1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose

There total 5 articles about 1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose 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: 86.0%

: 911468-85-4
3'-O-acetyl-1-deoxy-1-(2,4-difluorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-β-D-ribofuranose

: 911468-83-2
1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose

Guidance literature:: With methanol; ammonia; In dichloromethane; at 20 ℃; for 10h;
DOI:10.1002/anie.200601311

Reference yield:

: 217300-17-9
chloromethoxy-triisopropyl-silane

: 304436-75-7
1-deoxy-1-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranose

: (2S,3S,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-difluoro-phenyl)-4-triisopropylsilanyloxymethoxy-tetrahydro-furan-3-ol

: 911468-83-2
1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose

Guidance literature:: With dibutyltin chloride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 80 ℃; for 0.333333h; Title compound not separated from byproducts;
DOI:10.1002/anie.200601311

Reference yield:

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

: 911468-83-2
1'-deoxy-β-1'-(2,4-difluorophenyl)-5-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}-D-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; DIPEA / 0 - 20 °C

2.1: i-Pr₂NEt; Bu₂SnCl₂ / 1,2-dichloro-ethane / 0.33 h / 80 °C

2.2: 255 mg / DIPEA; DMAP / CH₂Cl₂ / 0 - 20 °C

3.1: 86 percent / NH₃; MeOH / CH₂Cl₂ / 10 h / 20 °C

With pyridine; methanol; dibutyltin chloride; ammonia; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1002/anie.200601311