5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide
CAS No.:187245-27-8
Molecular Formula:C₃₆H₄₂N₂O₇S₂
Molecular Weight:678.871
Hs Code.:

5'-O-(4,4'-dimethoxytrityl)-C<sup>5</sup>-(ethyl)-2'-deoxyuridine tert-butyl disulfide

Synonyms:5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide

There total 14 articles about 5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide 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: 90.0%

: 1-(tert-butylthio)-1,2-hydrazinedicarboxmorpholide

: 187245-29-0
Thiobenzoic acid S-[2-(1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-ethyl] ester

: 187245-27-8
5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; for 0.5h;
DOI:10.1021/ja963285h

Reference yield:

: 187245-07-4
3',5'-bis-O-(tert-butyldimethylsilyl)-C⁵-(ethanal)-2'-deoxyuridine

: 187245-27-8
5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / NaBH₄ / methanol / 3 h

2: 88 percent / Py / CH₂Cl₂ / 0 - 20 °C

3: 86 percent / Et₃N / dimethylformamide

4: 90 percent / n-Bu₄NF*H₂O / tetrahydrofuran / 3 h

5: 75 percent / pyridine / 6 h / 0 °C

6: 90 percent / LiOH*H₂O / tetrahydrofuran; methanol / 0.5 h

With pyridine; lithium hydroxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja963285h

Reference yield:

: 65505-76-2
C⁵-chloromercuri-2'-deoxyuridine

: 187245-27-8
5'-O-(4,4'-dimethoxytrityl)-C⁵-(ethyl)-2'-deoxyuridine tert-butyl disulfide

Guidance literature:: Multi-step reaction with 10 steps

1: 78 percent / LiCl₂, PdCl₂ / methanol / 20 h

2: 78 percent / imidazole / dimethylformamide / 3 h

3: 82 percent / N-methylmorpholine N-oxide, OsO₄ / H₂O; acetone / 3 h / in the dark

4: 97 percent / NaIO₄ / dioxane; H₂O / 3 h

5: 68 percent / NaBH₄ / methanol / 3 h

6: 88 percent / Py / CH₂Cl₂ / 0 - 20 °C

7: 86 percent / Et₃N / dimethylformamide

8: 90 percent / n-Bu₄NF*H₂O / tetrahydrofuran / 3 h

9: 75 percent / pyridine / 6 h / 0 °C

10: 90 percent / LiOH*H₂O / tetrahydrofuran; methanol / 0.5 h

With pyridine; 1H-imidazole; lithium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; triethylamine; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja963285h