1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

Base Information

Chemical Name:1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil
CAS No.:923568-63-2
Molecular Formula:C₂₅H₂₂F₂N₂O₆
Molecular Weight:484.456
Hs Code.:

Synonyms:1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

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Chemical Property of 1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

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Technology Process of 1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

There total 3 articles about 1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil 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: 99.0%

: 923568-62-1
1-[2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

: 98-88-4
benzoyl chloride

: 923568-63-2
1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

Guidance literature:: With triethylamine; In dichloromethane; for 1h;
DOI:10.1021/jo061965p

Reference yield:

: 1-(5-O-tert-butyldimethylsilyl-2,3-dideoxy-3-iodo-β-D-threo-pentofuranosyl)-3-(4-methoxybenzyl)uracil

: 923568-63-2
1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

Guidance literature:: Multi-step reaction with 3 steps

1.1: DABCO / benzene / 6 h / 80 °C

1.2: sodium iodide / tetrahydrofuran / 1 h / 60 °C

2.1: 470 mg / NH₄F / methanol / 65 °C

3.1: 99 percent / Et₃N / CH₂Cl₂ / 1 h

With 1,4-diaza-bicyclo[2.2.2]octane; ammonium fluoride; triethylamine; In methanol; dichloromethane; benzene;
DOI:10.1021/jo061965p

Reference yield:

: 1026802-37-8
5'-O-tert-butyldimethylsilyl-2',3'-dideoxy-3',4'-C-(difluoromethylene)-β-D-erythro-pentofuranosyl-3-(4-methoxybenzyl)uracil

: 923568-63-2
1-[5-O-benzoyl-2,3-dideoxy-3,4-C-(difluoromethylene)-β-D-erythro-pentofuranosyl]-3-(4-methoxybenzyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1: 470 mg / NH₄F / methanol / 65 °C

2: 99 percent / Et₃N / CH₂Cl₂ / 1 h

With ammonium fluoride; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jo061965p