1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine

Base Information

Chemical Name:1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine
CAS No.:142102-71-4
Molecular Formula:C₂₁H₂₁N₃O₁₀S
Molecular Weight:507.478
Hs Code.:

Synonyms:1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine

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

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Chemical Property of 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine

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Technology Process of 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine

There total 5 articles about 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine 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: 77.0%

: 151215-43-9
1,2-di-O-acetyl-5-O-benzoyl-3-C-cyano-3-O-mesyl-D-ribofuranose

: 142102-71-4
1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate;
DOI:10.1016/j.bmcl.2008.03.010

Reference yield:

: 6698-46-0
5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose

: 142102-71-4
1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine

Guidance literature:: Multi-step reaction with 5 steps

1: NaHCO₃ / H₂O; diethyl ether / 4 h / Ambient temperature

2: pyridine / 16 h / 8 - 10 °C

3: aq. TFA / 4 h / Ambient temperature

4: pyridine / Ambient temperature

5: 1.) hexamethyldisilazane, ammonium sulfate, 2.) trimethylsilyl triflate / 1.) reflux, 2.) MeCN, reflux, 5 h

With pyridine; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; In diethyl ether; water;
DOI:10.1021/jm00094a009

Reference yield:

: 250588-64-8
Benzoic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

: 142102-71-4
1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)thymine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 16 h / 8 - 10 °C

2: aq. TFA / 4 h / Ambient temperature

3: pyridine / Ambient temperature

4: 1.) hexamethyldisilazane, ammonium sulfate, 2.) trimethylsilyl triflate / 1.) reflux, 2.) MeCN, reflux, 5 h

With pyridine; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid;
DOI:10.1021/jm00094a009