5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine
CAS No.:220928-55-2
Molecular Formula:C₄₂H₅₄N₂O₈Si
Molecular Weight:742.985
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)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: 94.0%

: 220928-47-2
1-(5-O-(4,4'-dimethoxytrityl)-3-O-(triethylsilyl)-3-C-(1-hydroxy-2,2-dimethylpropyl)-2-deoxy-β-D-threo-pentofuranosyl)thymine

: 220928-55-2
5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine

Guidance literature:: With Dess-Martin periodane; In pyridine; dichloromethane; for 2h; Ambient temperature;
DOI:10.1021/jo982022y

Reference yield:

: 154468-74-3
5'-O-(4,4'-dimethoxytrityl)-3'-C-(hydroxymethyl)thymidine

: 220928-55-2
5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / imidazole / dimethylformamide / 24 h / 25 °C

2: 77 percent / HF, pyridine / tetrahydrofuran / 7 h / 0 °C

3: 98 percent / TPAP, NMO, 4 Angstroems MS / CH₂Cl₂ / 1 h

4: 93 percent / CeCl₃ / tetrahydrofuran; pentane / 3 h / -78 °C

5: 94 percent / Dess-Martin reagent / CH₂Cl₂; pyridine / 2 h / Ambient temperature

With pyridine; 1H-imidazole; N-methyl-2-indolinone; cerium(III) chloride; tetrapropylammonium perruthennate; 4 Angstroems MS; hydrogen fluoride; Dess-Martin periodane; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jo982022y

Reference yield:

: 220928-46-1
1-(5-O-(4,4'-dimethoxytrityl)-3-O-(triethylsilyl)-3-C-formyl-2-deoxy-β-D-threo-pentofuranosyl)thymine

: 220928-55-2
5'-O-(4,4'-dimethoxytrityl)-3'-O-(triethylsilyl)-3'-C-(1,1-dimethylpropanoyl)thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / CeCl₃ / tetrahydrofuran; pentane / 3 h / -78 °C

2: 94 percent / Dess-Martin reagent / CH₂Cl₂; pyridine / 2 h / Ambient temperature

With cerium(III) chloride; Dess-Martin periodane; In tetrahydrofuran; pyridine; dichloromethane; pentane;
DOI:10.1021/jo982022y