4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

Base Information

Chemical Name:4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine
CAS No.:616239-81-7
Molecular Formula:C₃₂H₂₆N₄O₇
Molecular Weight:578.581
Hs Code.:

Synonyms:4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

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Chemical Property of 4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

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Technology Process of 4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

There total 5 articles about 4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine 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: 62.0%

: 616239-79-3
4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-nitrobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

: 616239-81-7
4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

Guidance literature:: With sodium dithionite; di(C₈H₇)-viologen; potassium carbonate; In dichloromethane; water; at 40 ℃; for 24h;
DOI:10.1016/S0968-0896(03)00104-4

Reference yield:

: 98-88-4
benzoyl chloride

: 616239-81-7
4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

Guidance literature:: Multi-step reaction with 4 steps

1: 6.5 g / Et₃N; DMAP / acetonitrile / 5 h / 20 °C

2: 85 percent / TFA / H₂O / 1 h / 20 °C

3: 90 percent / H₂SO₄ / toluene / 3.5 h / Heating; reduced pressure

4: 62 percent / Na₂S₂O₄; K₂CO₃; di(C₈H₇)-viologen / H₂O; CH₂Cl₂ / 24 h / 40 °C

With dmap; sodium dithionite; di(C₈H₇)-viologen; sulfuric acid; potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0968-0896(03)00104-4

Reference yield:

: 180300-43-0
3'-ethynylcytidine

: 616239-81-7
4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-aminobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

Guidance literature:: Multi-step reaction with 5 steps

1: HClO₄ / acetone / 0.67 h / 20 °C

2: 6.5 g / Et₃N; DMAP / acetonitrile / 5 h / 20 °C

3: 85 percent / TFA / H₂O / 1 h / 20 °C

4: 90 percent / H₂SO₄ / toluene / 3.5 h / Heating; reduced pressure

5: 62 percent / Na₂S₂O₄; K₂CO₃; di(C₈H₇)-viologen / H₂O; CH₂Cl₂ / 24 h / 40 °C

With dmap; perchloric acid; sodium dithionite; di(C₈H₇)-viologen; sulfuric acid; potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1016/S0968-0896(03)00104-4