3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine

Base Information

Chemical Name:3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine
CAS No.:389873-57-8
Molecular Formula:C₃₆H₅₂N₂O₅Si₂
Molecular Weight:648.99
Hs Code.:

Synonyms:3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine

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Chemical Property of 3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine

There total 2 articles about 3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine 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: 83.0%

: 24470-78-8
isopropyltriphenylphosphonium iodide

: 162052-68-8
3'-O-tert-Butyldimethylsilyl-5'-O-tert-butyldiphenylsilyl-4'-formyl-thymidin

: 389873-57-8
3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - 25 ℃;
DOI:10.1002/1521-3773(20011001)40:19<3693::AID-ANIE3693>3.0.CO;2-O

Reference yield:

: 162052-67-7
1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 389873-57-8
3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / nBuLi / tetrahydrofuran / -78 - 25 °C

With n-butyllithium; In tetrahydrofuran;
DOI:10.1002/1521-3773(20011001)40:19<3693::AID-ANIE3693>3.0.CO;2-O

Reference yield:

: 389873-57-8
3'-O-(tert-butyldimethylsilyl)-5'-O-(tert-butyldiphenylsilyl)-4'-C-(2-methylpropenyl)thymidine

: Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-isopropyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: nBu₄NF / tetrahydrofuran / 4 h / 20 °C

2: hydrogen / Pd/C (10percent) / methanol / 48 h

3: 80 percent / pyridine; 4-(dimethylamino)pyridine / 20 °C

4: 79 percent / Et(iPr)2N / CH₂Cl₂; toluene / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; Pd/C (10percent); In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/ejoc.200200641