3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

Base Information

Chemical Name:3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine
CAS No.:267243-97-0
Molecular Formula:C₄₀H₅₂N₂O₈Si
Molecular Weight:716.947
Hs Code.:

Synonyms:3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

Chemical Property:

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

There total 5 articles about 3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)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:

: benzoic acid 3-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-propyl ester

: 267243-97-0
3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃;
DOI:10.1021/ja9934706

Reference yield:

: 267243-96-9
5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

: 267243-97-0
3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N; DMAP / CH₂Cl₂ / 2 h / -78 - 0 °C

2: i-Pr₂NEt / CH₂Cl₂ / 20 °C

3: K₂CO₃ / methanol / 20 °C

With dmap; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; 1: Esterification / 2: silylation / 3: debenzylation;
DOI:10.1021/ja9934706

Reference yield:

: 267243-95-8
1-[3-O-(allyldimethylsilyl)-2-deoxy-5-O-(dimethoxytrityl)-4-C-(phenylseleno)-α-L-threo-pento-1,4-furanosyl]thymine

: 267243-97-0
3'-O-(tert-butyldimethylsilyl)-5'-O-(dimethoxytrityl)-4'-C-(3-hydroxypropyl)thymidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: Bu₃SnH; AIBN / benzene / 80 °C

1.2: 66 percent / 30percent aq. H₂O₂; KF; KHCO₃ / methanol; tetrahydrofuran / 20 °C

2.1: Et₃N; DMAP / CH₂Cl₂ / 2 h / -78 - 0 °C

3.1: i-Pr₂NEt / CH₂Cl₂ / 20 °C

4.1: K₂CO₃ / methanol / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; benzene; 1.1: radical rearrangement / 1.2: Tamao oxidation / 2.1: Esterification / 3.1: silylation / 4.1: debenzylation;
DOI:10.1021/ja9934706