3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Base Information

Chemical Name:3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]
CAS No.:778510-91-1
Molecular Formula:C₄₂H₅₄N₇O₇PSi
Molecular Weight:827.993
Hs Code.:

Synonyms:3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

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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 3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

There total 3 articles about 3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate] 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: 43.0%

: 778510-86-4
3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine

: 651737-61-0
ethyl N,N-diisopropyl-N'-(N-trityl-L-prolyl)phosphorodiamidite

: 778510-91-1
3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Guidance literature:: 3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine; ethyl N,N-diisopropyl-N'-(N-trityl-L-prolyl)phosphorodiamidite; With 1-methyl-5-mercaptotetrazole; In acetonitrile; at 20 ℃; for 1h;

With tert.-butylhydroperoxide; In decane; acetonitrile; at 20 ℃; for 0.166667h;
DOI:10.1016/j.bmc.2004.07.021

Reference yield:

: 31077-24-4,62471-63-0
8-oxo-7,8-dihydro-2'-deoxyguanosine

: 778510-91-1
3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Guidance literature:: Multi-step reaction with 2 steps

1.1: imidazole / dimethylformamide / 3 h / 20 °C

1.2: 31 percent / acetic acid / H₂O; dimethylformamide / 5 h / 80 °C

2.1: 5-mercapto-1-methyl-1H-tetrazole / acetonitrile / 1 h / 20 °C

2.2: 43 percent / tert-butyl hydroperoxide / acetonitrile; decane / 0.17 h / 20 °C

With 1H-imidazole; 1-methyl-5-mercaptotetrazole; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2004.07.021

Reference yield:

: 14985-44-5,90968-89-1
8-bromo-2'-deoxyadenosine

: 778510-91-1
3'-O-tert-butyldimethylsilyl-7,8-dihydro-8-oxodeoxyadenosine 5'-[ethyl N-(N-trityl-L-prolyl)phosphoroamidate]

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid; acetic anhydride; sodium acetate / 0.5 h / 120 °C

1.2: 28 percent / NaOH / ethanol / 4 h / 20 - 60 °C

2.1: imidazole / dimethylformamide / 3 h / 20 °C

2.2: 31 percent / acetic acid / H₂O; dimethylformamide / 5 h / 80 °C

3.1: 5-mercapto-1-methyl-1H-tetrazole / acetonitrile / 1 h / 20 °C

3.2: 43 percent / tert-butyl hydroperoxide / acetonitrile; decane / 0.17 h / 20 °C

With 1H-imidazole; sodium acetate; acetic anhydride; acetic acid; 1-methyl-5-mercaptotetrazole; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2004.07.021