6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

Base Information

Chemical Name:6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine
CAS No.:770728-13-7
Molecular Formula:C₂₈H₂₇N₅O₆S
Molecular Weight:561.618
Hs Code.:

Synonyms:6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

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Chemical Property of 6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

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Technology Process of 6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

There total 6 articles about 6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] 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:

: 176299-71-1
1,2,3,5-tetraacetyl-L-ribofuranose

: 770728-13-7
6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

Guidance literature:: Multi-step reaction with 5 steps

1.1: BSA / 1,2-dichloro-ethane / 80 °C

1.2: 86 percent / TMSOTf / toluene / 80 °C

2.1: K₂CO₃ / methanol / 1.2 h / 20 °C

3.1: 161 mg / TSA / acetone / 20 °C

4.1: DCC; DMSO; Cl₂CHCOOH / 2 h / 20 °C

5.1: 500 mg / 20 °C

With dichloro-acetic acid; benzenesulfonamide; potassium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol; 1,2-dichloro-ethane; acetone; 4.1: Moffatt oxidation;
DOI:10.1016/j.tet.2004.06.131

Reference yield:

: 4005-49-6
N-benzoyladenine

: 770728-13-7
6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

Guidance literature:: Multi-step reaction with 5 steps

1.1: BSA / 1,2-dichloro-ethane / 80 °C

1.2: 86 percent / TMSOTf / toluene / 80 °C

2.1: K₂CO₃ / methanol / 1.2 h / 20 °C

3.1: 161 mg / TSA / acetone / 20 °C

4.1: DCC; DMSO; Cl₂CHCOOH / 2 h / 20 °C

5.1: 500 mg / 20 °C

With dichloro-acetic acid; benzenesulfonamide; potassium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol; 1,2-dichloro-ethane; acetone; 4.1: Moffatt oxidation;
DOI:10.1016/j.tet.2004.06.131

Reference yield:

: 868663-26-7
N⁶-benzoyl-β-L-adenosine

: 770728-13-7
6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

Guidance literature:: Multi-step reaction with 3 steps

1: 161 mg / TSA / acetone / 20 °C

2: DCC; DMSO; Cl₂CHCOOH / 2 h / 20 °C

3: 500 mg / 20 °C

With dichloro-acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In acetone; 2: Moffatt oxidation;
DOI:10.1016/j.tet.2004.06.131