(-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil

Base Information

Chemical Name:(-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil
CAS No.:1620879-65-3
Molecular Formula:C₂₈H₂₃IN₂O₄Se
Molecular Weight:657.366
Hs Code.:

Synonyms:(-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil

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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 (-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil

Chemical Property:

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Technology Process of (-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil

There total 14 articles about (-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)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: 69.0%

: 1620879-60-8
(-)-2,2'-anhydro-5-iodo-1-(4-seleno-D-arabinofuranosyl)uracil

: 76-83-5
trityl chloride

: 1620879-65-3
(-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil

Guidance literature:: With pyridine; dmap; at 20 - 55 ℃; for 15h;
DOI:10.1016/j.ejmech.2014.06.031

Reference yield:

: 1620879-54-0
(-)-2,2'-anhydro-5-iodo-1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-seleno-D-arabinofuranosyl]uracil

: 1620879-65-3
(-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 1.5 h / 0 - 20 °C

2: dmap; pyridine / 15 h / 20 - 55 °C

With pyridine; dmap; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran;
DOI:10.1016/j.ejmech.2014.06.031

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 1620879-65-3
(-)-2,2'-anhydro-5-iodo-1-(5-O-trityl-4-seleno-D-arabinofuranosyl)uracil

Guidance literature:: Multi-step reaction with 14 steps

1.1: triethylamine / dichloromethane / 2 h / -20 - 20 °C

2.1: potassium hydroxide; water / dichloromethane / 2 h / -20 - 20 °C

2.2: 15 h / 20 °C

3.1: triethylamine; dmap / dichloromethane / 3 h / 20 °C

4.1: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

5.1: triethylamine; dmap / dichloromethane / 0.5 h / 0 °C

6.1: sodium tetrahydroborate; selenium / methanol; tetrahydrofuran / 15 h / 70 °C

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.75 h / -78 °C

8.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / 20 °C

8.2: 15.33 h / 0 - 20 °C

9.1: trifluoroacetic acid / tetrahydrofuran; water / 15 h / 0 - 20 °C

10.1: pyridine / 3 h / 0 - 20 °C

11.1: triethylamine; dmap / dichloromethane / 0.5 h / 0 °C

12.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 0.75 h / 20 °C

13.1: triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 1.5 h / 0 - 20 °C

14.1: dmap; pyridine / 15 h / 20 - 55 °C

With pyridine; dmap; selenium; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine tris(hydrogen fluoride); triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; 8.2: |Pummerer Sulfoxide Rearrangement;
DOI:10.1016/j.ejmech.2014.06.031