2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite

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Chemical Name:2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite
CAS No.:1412439-72-5
Molecular Formula:C₄₃H₅₀F₂N₃O₁₀P
Molecular Weight:837.855
Hs Code.:

Synonyms:2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite

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Chemical Property of 2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite

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Technology Process of 2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite

There total 7 articles about 2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite 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: 74.0%

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

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 1412439-72-5
2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/ol302703m

Reference yield:

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

: 1412439-72-5
2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite

Guidance literature:: Multi-step reaction with 7 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

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

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane; methanol / 4 h / Inert atmosphere

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

7: N-ethyl-N,N-diisopropylamine / dichloromethane; pyridine / 1.5 h / 0 - 20 °C

With pyridine; 1H-imidazole; dmap; iodine; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; dichloromethane; toluene;
DOI:10.1021/ol302703m

Reference yield:

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

: 1412439-72-5
2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxy-trityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose cyanoethyl N,N-diisopropylphosphoramidite

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5: N-ethyl-N,N-diisopropylamine / dichloromethane; pyridine / 1.5 h / 0 - 20 °C

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