3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite

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Chemical Name:3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite
CAS No.:249286-85-9
Molecular Formula:C₃₅H₄₅F₃N₅O₈P
Molecular Weight:751.74
Hs Code.:

Synonyms:3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite

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Chemical Property of 3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite

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Technology Process of 3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite

There total 5 articles about 3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite 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: 86.0%

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

: 249286-83-7
3'-O-benzoyl-2'-deoxy-5-(8-N-trifluoroacetamido-oct-1-ynyl)-uridine

: 249286-85-9
3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 0.5h;
DOI:10.1016/S0008-6215(99)00074-9

Reference yield:

: 98-88-4
benzoyl chloride

: 249286-85-9
3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / pyridine / 20 °C

2: 94 percent / TBAF*3H₂O / tetrahydrofuran / 5 h

3: 85 percent / tris(triphenylphosphine)-palladium(II) chloride; anhyd copper(I) iodide / triethylamine / 2 h / 50 °C

4: 86 percent / N,N-diisopropylethylamine / acetonitrile / 0.5 h

With pyridine; copper(l) iodide; tris(triphenylphosphine)-palladium(II) dichloride; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; triethylamine; acetonitrile; 1: Acylation / 2: desilylation / 3: Heck reaction / 4: Substitution;
DOI:10.1016/S0008-6215(99)00074-9

Reference yield:

: 134218-81-8
5’-O-(tert-butyldimethylsilyl)-2’-deoxy-5-iodouridine

: 249286-85-9
3'-O-benzoyl-2'-deoxy-5-(8-trifluoracetamidooct-1-ynyl)uridine 5'-<(2-cyanoethyl)-N,N-diisopropyl> phosphoramidite

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / pyridine / 20 °C

2: 94 percent / TBAF*3H₂O / tetrahydrofuran / 5 h

3: 85 percent / tris(triphenylphosphine)-palladium(II) chloride; anhyd copper(I) iodide / triethylamine / 2 h / 50 °C

4: 86 percent / N,N-diisopropylethylamine / acetonitrile / 0.5 h

With pyridine; copper(l) iodide; tris(triphenylphosphine)-palladium(II) dichloride; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; triethylamine; acetonitrile; 1: Acylation / 2: desilylation / 3: Heck reaction / 4: Substitution;
DOI:10.1016/S0008-6215(99)00074-9