2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

Base Information

Chemical Name:2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose
CAS No.:1412439-75-8
Molecular Formula:C₃₄H₃₃F₂NO₉
Molecular Weight:637.634
Hs Code.:

Synonyms:2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

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Chemical Property of 2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

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Technology Process of 2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

There total 7 articles about 2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose 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: 62.0%

: 1412439-65-6
2’-deoxy-2’,2’-difluoro-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1412439-75-8
2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

Guidance literature:: With dmap; In pyridine; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol302703m

Reference yield:

: 1412439-66-7
2’-deoxy-2’,2’-difluoro-1’-O-(2-nitrobenzyl)-3’,5’-O-benzoyl-α-D-ribofuranose

: 1412439-75-8
2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / methanol / 1 h / 20 °C

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

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

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / 50 °C / Inert atmosphere

5: potassium carbonate / methanol / 1 h / 20 °C

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane; methanol / 4 h / Inert atmosphere

7: dmap / pyridine / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; iodine; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; 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

: 1412439-75-8
2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

Guidance literature:: Multi-step reaction with 5 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

3: potassium carbonate / methanol / 1 h / 20 °C

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane; methanol / 4 h / Inert atmosphere

5: dmap / pyridine / 20 °C / Inert atmosphere

With pyridine; dmap; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In pyridine; methanol; dichloromethane; toluene;
DOI:10.1021/ol302703m