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

Base Information

Chemical Name:4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-nitrobenzylidene)-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine
CAS No.:616239-79-3
Molecular Formula:C₃₂H₂₄N₄O₉
Molecular Weight:608.564
Hs Code.:

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

There total 3 articles about 4-N-benzoyl-1-[3-C-ethynyl-2,3-O-(3-nitrobenzylidene)-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: 90.0%

: 3395-79-7
m-nitrobenzaldehyde dimethylacetal

: 616239-77-1
4-N-benzoyl-1-[3-C-ethynyl-5-O-benzoyl-β-D-ribo-pentofuranosyl]cytosine

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

Guidance literature:: With sulfuric acid; In toluene; for 3.5h; Heating; reduced pressure;
DOI:10.1016/S0968-0896(03)00104-4

Reference yield:

: 180300-43-0
3'-ethynylcytidine

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

Guidance literature:: Multi-step reaction with 4 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

With dmap; perchloric acid; sulfuric acid; triethylamine; trifluoroacetic acid; In water; acetone; toluene; acetonitrile;
DOI:10.1016/S0968-0896(03)00104-4

Reference yield:

: 1-[3-C-ethynyl-2,3-O-isopropylidene-β-D-ribo-pentofuranosyl]cytosine perchlorate

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

Guidance literature:: Multi-step reaction with 3 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

With dmap; sulfuric acid; triethylamine; trifluoroacetic acid; In water; toluene; acetonitrile;
DOI:10.1016/S0968-0896(03)00104-4