3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine

Base Information

Chemical Name:3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine
CAS No.:607716-82-5
Molecular Formula:C₃₈H₅₃N₄O₆PSi
Molecular Weight:720.921
Hs Code.:

Synonyms:3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine

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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-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine

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Technology Process of 3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine

There total 1 articles about 3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine 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: 80.0%

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

: 244035-21-0
5'(S)-C-allyl-3'-O-(tert-butyldiphenylsilyl)thymidine

: 607716-82-5
3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine

Guidance literature:: With 4,5-dicyano-1H-imidazole; In acetonitrile; at 20 ℃; for 22h;
DOI:10.1039/b603830a

Reference yield:

: 177491-00-8
5'(S)-C-allyl-5'-O-(4,4'-dimethoxytrityl)thymidine

: 607716-82-5
3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine

: C₆₆H₇₄O₁₃N₅PSi

Guidance literature:: With 1H-tetrazole; In dichloromethane; acetonitrile; at 20 ℃; for 3h;
DOI:10.1039/b603830a

Reference yield:

: 607716-82-5
3'-O-(tert-butyldiphenylsilyl)-5'-O-(2-cyanoethoxy(diisopropylamino)phosphinyl)-5'(S)-C-allylthymidine

: C₅₀H₅₆N₅O₁₃PSi

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-tetrazole / acetonitrile; CH₂Cl₂ / 20 °C

2: t-BuOOH / toluene / 0 °C

3: 79 percent / Grubbs' precatalyst / CH₂Cl₂ / 40 °C

With 1H-tetrazole; tert.-butylhydroperoxide; Grubbs' precatalyst; In dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0040-4039(03)01584-3