(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one

Base Information

Chemical Name:(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one
CAS No.:476209-92-4
Molecular Formula:C₂₇H₂₉FO₂SSeSi
Molecular Weight:543.636
Hs Code.:

Synonyms:(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one

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Chemical Property of (3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one

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Technology Process of (3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one

There total 8 articles about (3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one 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: 72.0%

: 34837-55-3
Phenylselenyl bromide

: 145887-11-2
(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-dihydro-thiophen-2-one

: 476209-92-4
(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one

Guidance literature:: (3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-dihydro-thiophen-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

With chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃;

Phenylselenyl bromide; In tetrahydrofuran; at -78 ℃; for 1h; Further stages.;
DOI:10.1021/jm020246+

Reference yield:

: 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-5H-furan-2-one

: 476209-92-4
(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / Pd/C

2.1: NaOH

3.1: I₂; PPh₃; imidazole

4.1: dimethylformamide

5.1: DIBAL-H

5.2: acetic anhydride / dimethylsulfoxide

6.1: LiHMDS

6.2: TMSCl

With 1H-imidazole; sodium hydroxide; hydrogen; iodine; diisobutylaluminium hydride; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In N,N-dimethyl-formamide;
DOI:10.1081/NCN-120021965

Reference yield:

: 479035-89-7
4-(acetylsulfanyl)-5-(tert-butyldiphenylsilyloxy)-2-fluoropentanoic acid methyl ester

: 476209-92-4
(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-dihydro-thiophen-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: DIBAL-H

1.2: acetic anhydride / dimethylsulfoxide

2.1: LiHMDS

2.2: TMSCl

With diisobutylaluminium hydride; lithium hexamethyldisilazane;
DOI:10.1081/NCN-120021965