9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

Base Information

Chemical Name:9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine
CAS No.:612485-35-5
Molecular Formula:C₁₈H₁₄N₆O₃
Molecular Weight:362.348
Hs Code.:

Synonyms:9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

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Chemical Property of 9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

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Technology Process of 9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

There total 7 articles about 9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine 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: 88.0%

: 612485-32-2
N⁶-benzoyl-9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

: 612485-35-5
9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

Guidance literature:: With pyridine; hydrazine hydrate; acetic acid; at 20 ℃; for 24h;
DOI:10.1016/S0040-4020(03)01074-3

Reference yield:

: 98-88-4
benzoyl chloride

: 612485-35-5
9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

2: CF₃CO₂H / H₂O / 6 h

3: 32 g / pyridine / 12 h / 20 °C

4: 75 percent / N,O-bis(trimethylsilyl)acetamide; TMSOTf / acetonitrile / 24 h / Heating

5: 94 percent / 4-(dimethylamino)pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

6: 88 percent / pyridine; acetic acid; N₂H₄*H₂O / 24 h / 20 °C

With pyridine; dmap; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4020(03)01074-3

Reference yield:

: 3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-L-ribofuranose

: 612485-35-5
9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

2: CF₃CO₂H / H₂O / 6 h

3: 32 g / pyridine / 12 h / 20 °C

4: 75 percent / N,O-bis(trimethylsilyl)acetamide; TMSOTf / acetonitrile / 24 h / Heating

5: 94 percent / 4-(dimethylamino)pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

6: 88 percent / pyridine; acetic acid; N₂H₄*H₂O / 24 h / 20 °C

With pyridine; dmap; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4020(03)01074-3