1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

Base Information

Chemical Name:1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil
CAS No.:1240471-17-3
Molecular Formula:C₃₃H₄₃FN₂O₅Si₂
Molecular Weight:622.884
Hs Code.:

Synonyms:1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

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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 1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of 1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

There total 9 articles about 1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil 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: 68.7%

: 1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-(2-chloro-ethyene)-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

: 1240471-17-3
1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/j.bmcl.2010.05.090

Reference yield:

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: C₃₂H₄₃FN₂O₆Si₂

: 1240471-17-3
1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

Guidance literature:: dimethyl (2-oxopropyl)phosphonate; With 4-toluenesulfonyl azide; potassium carbonate; In acetonitrile; at 20 ℃; for 2h;

C₃₂H₄₃FN₂O₆Si₂; In methanol; acetonitrile; at 20 ℃; for 12h;

Reference yield:

: 1240471-13-9,1445379-64-5
1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-hydroxymethyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

: 1240471-17-3
1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-ethynyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C

2.1: 4-toluenesulfonyl azide; potassium carbonate / acetonitrile / 2 h / 20 °C

2.2: 12 h / 20 °C

With 4-toluenesulfonyl azide; potassium carbonate; Dess-Martin periodane; In dichloromethane; acetonitrile;