2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

Base Information

Chemical Name:2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose
CAS No.:1412439-70-3
Molecular Formula:C₁₄H₁₃F₂NO₆
Molecular Weight:329.257
Hs Code.:

Synonyms:2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

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Chemical Property of 2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

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Technology Process of 2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

There total 4 articles about 2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose 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: 51.0%

: 1412439-69-0
2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

: 1412439-70-3
2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 50 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol302703m

Reference yield:

: 1412439-67-8
2’-deoxy-1’-O-(2-nitrobenzyl)-2’,2’-difluoro-α-D-ribofuranose

: 1412439-70-3
2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere

2: pyridine; dmap / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / 50 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol302703m

Reference yield:

: 1412439-68-9
2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

: 1412439-70-3
2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; dmap / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / 50 °C / Inert atmosphere

With pyridine; dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene;
DOI:10.1021/ol302703m