3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

Base Information

Chemical Name:3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine
CAS No.:1050649-10-9
Molecular Formula:C₄₇H₅₂N₇O₈P
Molecular Weight:873.946
Hs Code.:

Synonyms:3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

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Chemical Property of 3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

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Technology Process of 3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

There total 8 articles about 3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine 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: 73.0%

: 1050649-15-4
5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 1050649-10-9
3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

Guidance literature:: With N,N-diisopropylamine tetrazolide; In dichloromethane; 1,2-dichloro-ethane; for 18h; Inert atmosphere;
DOI:10.1021/acs.joc.5b01577

Reference yield: 60.0%

: 1050649-15-4
5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

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

: 1050649-10-9
3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1039/c2ob26717a

Reference yield:

: 117626-97-8
5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

: 622-37-7
Phenyl azide

: 1050649-10-9
3'-O-(P-2-cyanoethyl-N,N-diisopropylaminophosphinyl)-5'-O-(4,4′-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium L-ascorbate; copper(II) sulfate / water; tetrahydrofuran; tert-butyl alcohol / 4 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

With copper(II) sulfate; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1039/c2ob26717a