(+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine

Base Information

Chemical Name:(+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine
CAS No.:476210-32-9
Molecular Formula:C₃₂H₃₁ClF₂N₄OSSeSi
Molecular Weight:700.186
Hs Code.:

Synonyms:(+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine

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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 (+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine

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Technology Process of (+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine

There total 11 articles about (+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine 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:

: 149712-96-9
2-fluoro-6-chloropurine

: 476209-94-6
Acetic acid (3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-tetrahydro-thiophen-2-yl ester

: 476210-32-9
(+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at -25 - 40 ℃;
DOI:10.1021/jm020246+

Reference yield:

: 34837-55-3
Phenylselenyl bromide

: 476210-32-9
(+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: TMSCl / tetrahydrofuran / -78 - 20 °C

1.3: 72 percent / tetrahydrofuran / 1 h / -78 °C

2.1: DIBAL-H / hexane; toluene / 1 h / -78 °C

3.1: TEA; DMAP / CH₂Cl₂ / 3 h / 20 °C

4.1: TMSOTf / 1,2-dichloro-ethane / -25 - 40 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; TEA; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jm020246+

Reference yield:

: 1651-29-2
6-chloro-2-fluoropurine

: 476210-32-9
(+)-9-[(1R,2R,4S)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-D-ribofuranosyl]-6-chloro-2-fluoropurine

Guidance literature:: Multi-step reaction with 2 steps

1: (NH₄)2SO₄ / Heating

2: TMSOTf / 1,2-dichloro-ethane / -25 - 40 °C

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane;
DOI:10.1021/jm020246+