5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

Base Information

Chemical Name:5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine
CAS No.:146557-61-1
Molecular Formula:C₂₈H₃₄N₂O₆Si
Molecular Weight:522.673
Hs Code.:

Synonyms:5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

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Chemical Property of 5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

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Technology Process of 5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

There total 10 articles about 5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine 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: 87.0%

: 146557-59-7
5'-O-(tert-butyldiphenylsilyl)-3'-C-methyleneformyl-3'-deoxythymidine

: 146557-61-1
5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; for 2h; Ambient temperature;

Reference yield: 45.0%

: 146557-58-6
3-C-allyl-1-[5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl]thymine

: 146557-61-1
5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

Guidance literature:: 3-C-allyl-1-[5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl]thymine; With sodium periodate; osmium(VIII) oxide; In 1,4-dioxane; water; for 18h;

In tetrahydrofuran; water; tert-butyl alcohol; for 5h;
DOI:10.1081/NCN-100002460

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 146557-61-1
5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenecarboxylic-3'-deoxythymidine

Guidance literature:: Multi-step reaction with 6 steps

1: 58 percent / imidazole / dimethylformamide / 0.25 h / 20 °C

2: 80 percent / Et₃N; DMAP / tetrahydrofuran / 3 h / 20 °C

3: 84 percent / AIBN / benzene / 15 h / Heating

4: 58 percent / OsO₄; N-methylmorpholine oxide / acetone; H₂O / 3 h / 20 °C

5: 80 percent / NaIO₄ / dioxane; H₂O / 0.5 h / 20 °C

6: 77 percent / NaClO₂; 2-methyl-2-butene; Nah₂PO₄*H₂O / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

With 1H-imidazole; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene; 1: Substitution / 2: Substitution / 3: radical allylation / 4: dihydroxylation / 5: Oxidation / 6: Oxidation;
DOI:10.1080/15257770008035014