Adenosine, N-benzoyl-3'-deoxy-3'-fluoro-, 2',5'-dibenzoate

Base Information

Chemical Name:Adenosine, N-benzoyl-3'-deoxy-3'-fluoro-, 2',5'-dibenzoate
CAS No.:112668-60-7
Molecular Formula:C31H24FN5O6
Molecular Weight:581.56
Hs Code.:
DSSTox Substance ID:DTXSID701191423

Synonyms:SCHEMBL21245357;Adenosine, N-benzoyl-3'-deoxy-3'-fluoro-, 2',5'-dibenzoate;DTXSID701191423;112668-60-7

Suppliers and Price of Adenosine, N-benzoyl-3'-deoxy-3'-fluoro-, 2',5'-dibenzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Adenosine, N-benzoyl-3'-deoxy-3'-fluoro-, 2',5'-dibenzoate

Chemical Property:

XLogP3:4.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:10
Exact Mass:581.17106166
Heavy Atom Count:43
Complexity:972

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)C(=O)NC2=C3C(=NC=N2)N(C=N3)C4C(C(C(O4)COC(=O)C5=CC=CC=C5)F)OC(=O)C6=CC=CC=C6
Isomeric SMILES:C1=CC=C(C=C1)C(=O)NC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)COC(=O)C5=CC=CC=C5)F)OC(=O)C6=CC=CC=C6

Technology Process of Adenosine, N-benzoyl-3'-deoxy-3'-fluoro-, 2',5'-dibenzoate

There total 22 articles about Adenosine, N-benzoyl-3'-deoxy-3'-fluoro-, 2',5'-dibenzoate 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: 82.0%

: 18055-46-4
bis(trimethylsilyl)-N⁶-benzoyladenine

: 123484-12-8
((2R,3R,4S)-5-acetoxy-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

: 112668-60-7
N6-benzoyl-9-(2'-O-benzoyl-3'-deoxy-3'-fluoro-β-D-ribofuranosyl)adenine

Guidance literature:: With tin(IV) chloride; In 1,2-dichloro-ethane; for 18h; Ambient temperature;
DOI:10.1021/jm00111a040

Reference yield: 51.0%

: 123484-12-8
((2R,3R,4S)-5-acetoxy-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate

: 4005-49-6
N-benzoyladenine

: 112668-60-7
N6-benzoyl-9-(2'-O-benzoyl-3'-deoxy-3'-fluoro-β-D-ribofuranosyl)adenine

Guidance literature:: N-benzoyladenine; With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane; for 68h; Heating;

((2R,3R,4S)-5-acetoxy-4-(benzoyloxy)-3-fluorotetrahydrofuran-2-yl)methyl benzoate; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 4h; Heating;
DOI:10.1016/j.bmc.2003.10.012

Reference yield:

: 14980-09-7
methyl 5-O-benzyl-3-fluoro-3-deoxy-α-D-arabino-furanoside

: 112668-60-7
N6-benzoyl-9-(2'-O-benzoyl-3'-deoxy-3'-fluoro-β-D-ribofuranosyl)adenine

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / pyridine / 28 h / Ambient temperature

2: 33.6 percent / dibenzo-18-crown-6 / dimethylsulfoxide / 7 h / 205 - 210 °C

3: 97 percent / H₂ / 10percent Pd/C / ethanol / 72 h / Ambient temperature

4: 94 percent / pyridine / 12 h / Ambient temperature

5: 94 percent / concd. H₂SO₄, AcOH / 20 h / Ambient temperature

6: 82 percent / SnCl₄ / 1,2-dichloro-ethane / 18 h / Ambient temperature

With pyridine; dibenzo-18-crown-6; sulfuric acid; hydrogen; tin(IV) chloride; acetic acid; palladium on activated charcoal; In ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1021/jm00111a040