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

Base Information

Chemical Name:5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenenitrilyl-3'-deoxythymidine
CAS No.:267666-02-4
Molecular Formula:C₂₈H₃₃N₃O₄Si
Molecular Weight:503.673
Hs Code.:

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

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

Chemical Property:

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

There total 8 articles about 5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenenitrilyl-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: 74.0%

: 267666-01-3
5'-O-(tert-butyldiphenylsilyl)-3'-C-methylene-N-oximyl-3'-deoxythymidine

: 267666-02-4
5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenenitrilyl-3'-deoxythymidine

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1080/15257770008035014

Reference yield:

: 101527-40-6
5'-O-tert-butyldiphenylsilylthymidine

: 267666-02-4
5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenenitrilyl-3'-deoxythymidine

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / Et₃N; DMAP / tetrahydrofuran / 3 h / 20 °C

2: 84 percent / AIBN / benzene / 15 h / Heating

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

4: 80 percent / NaIO₄ / dioxane; H₂O / 0.5 h / 20 °C

5: 59 percent / NH₂OH*HCl; Na₂CO₃ / methanol; H₂O / 3 h / 20 °C

6: 74 percent / TFA / tetrahydrofuran / 24 h / 20 °C

With dmap; sodium periodate; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; sodium carbonate; 4-methylmorpholine N-oxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetone; benzene; 1: Substitution / 2: radical allylation / 3: dihydroxylation / 4: Oxidation / 5: Addition / 6: Dehydration;
DOI:10.1080/15257770008035014

Reference yield:

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

: 267666-02-4
5'-O-(tert-butyldiphenylsilyl)-3'-C-methylenenitrilyl-3'-deoxythymidine

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / NH₂OH*HCl; Na₂CO₃ / methanol; H₂O / 3 h / 20 °C

2: 74 percent / TFA / tetrahydrofuran / 24 h / 20 °C

With hydroxylamine hydrochloride; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; water; 1: Addition / 2: Dehydration;
DOI:10.1080/15257770008035014