N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

Base Information

Chemical Name:N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine
CAS No.:1356151-97-7
Molecular Formula:C₃₄H₄₁BrN₄O₉Si
Molecular Weight:757.71
Hs Code.:

Synonyms:N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

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Chemical Property of N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

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Technology Process of N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

There total 4 articles about N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine 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: 81.0%

: 1356151-96-6
N1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

: 1356151-97-7
N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

Guidance literature:: With ammonia; In methanol; at 0 - 20 ℃; for 12h; Autoclave;
DOI:10.1021/jo202319f

Reference yield:

: 23339-40-4
2',3'-O-isopropylidene-8-bromoinosine

: 1356151-97-7
N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h

2.2: -78 - 20 °C

3.1: ammonia / methanol / 12 h / 0 - 20 °C / Autoclave

With 1H-imidazole; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo202319f

Reference yield:

: 13089-45-7
8-bromo-2',3'-O-isopropylene adenosine

: 1356151-97-7
N1-(β-D-ribofuranosyl)-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-8-bromoinosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium nitrite / water; acetic acid / 16 h

2.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h

3.2: -78 - 20 °C

4.1: ammonia / methanol / 12 h / 0 - 20 °C / Autoclave

With 1H-imidazole; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium nitrite; In methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo202319f