3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide

Base Information

Chemical Name:3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide
CAS No.:1452393-84-8
Molecular Formula:C₂₈H₃₅N₃O₅Si
Molecular Weight:521.688
Hs Code.:

Synonyms:3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide

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Chemical Property of 3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide

There total 5 articles about 3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide 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%

: 1452393-83-7
3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-carboxylic acid

: 91-00-9
Benzhydrylamine

: 1452393-84-8
3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide

Guidance literature:: With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 17h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.07.004

Reference yield:

: 951-78-0,63844-76-8
2'-deoxyuridine

: 1452393-84-8
3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide; tetrahydrofuran / 3 h / 20 °C

2: pyridinium p-toluenesulfonate / methanol / 16 h / 20 °C

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / acetonitrile; water / 14 h / 20 °C

4: benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 17 h / 20 °C / Inert atmosphere

With 1H-imidazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; pyridinium p-toluenesulfonate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2013.07.004

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1452393-84-8
3'-O-(tert-butyldimethylsilyl)-2'-deoxyuridine-5'-N-benzhydryl carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide; tetrahydrofuran / 3 h / 20 °C

2: pyridinium p-toluenesulfonate / methanol / 16 h / 20 °C

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / acetonitrile; water / 14 h / 20 °C

4: benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 17 h / 20 °C / Inert atmosphere

With 1H-imidazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; pyridinium p-toluenesulfonate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2013.07.004