5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine
CAS No.:1334122-40-5
Molecular Formula:C₆₇H₈₀N₇O₇PSSi
Molecular Weight:1186.54
Hs Code.:

5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

There total 7 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine 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: 79.0%

: 1334122-46-1
5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

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

: 1334122-40-5
5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 5h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.04.136

Reference yield:

: 35855-11-9
2',3',5'-tri-O-acetyl-9-(β-D-ribofuranosyl)-2-fluoro-purine

: 1334122-40-5
5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Guidance literature:: Multi-step reaction with 5 steps

1: N,N-dimethyl-formamide / 15 h / Inert atmosphere

2: methanol; ammonia / N,N-dimethyl-formamide / 11 h / Inert atmosphere

3: pyridine; dmap / 8 h / 20 °C / Inert atmosphere

4: dmap; triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 h / Inert atmosphere

With pyridine; methanol; dmap; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.04.136

Reference yield:

: 1095-85-8
2-amino tritylthio ethane

: 1334122-40-5
5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-9-(β-D-ribofuranosyl)-2-[2-(triphenylmethylthio)ethyl]aminopurine

Guidance literature:: Multi-step reaction with 5 steps

1: N,N-dimethyl-formamide / 15 h / Inert atmosphere

2: methanol; ammonia / N,N-dimethyl-formamide / 11 h / Inert atmosphere

3: pyridine; dmap / 8 h / 20 °C / Inert atmosphere

4: dmap; triethylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 h / Inert atmosphere

With pyridine; methanol; dmap; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.04.136