(SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne

Base Information

Chemical Name:(SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne
CAS No.:1359718-17-4
Molecular Formula:C₂₂H₃₃F₂NO₃SSeSi
Molecular Weight:536.617
Hs Code.:

Synonyms:(SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne

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Chemical Property of (SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne

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Technology Process of (SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne

There total 8 articles about (SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne 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: 65.0%

: 868761-01-7
[difluoro(phenylseleno)methyl]trimethylsilane

: 1359718-14-1
N-{[(4R,5R)-5-ethynyl-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}-2-methylpropane-2-sulfinamide

: 1359718-17-4
(SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne

Guidance literature:: With tetrabutylammonium triphenyldifluorosilicate; In N,N-dimethyl-formamide; at -60 ℃; for 2h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.jfluchem.2011.02.015

Reference yield:

: 125993-65-9
(4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde

: 1359718-17-4
(SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne

Guidance literature:: Multi-step reaction with 5 steps

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 7 h / Reflux; Inert atmosphere

4: titanium(IV) tetraethanolate / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

5: tetrabutylammonium triphenyldifluorosilicate / N,N-dimethyl-formamide / 2 h / -60 °C / Molecular sieve; Inert atmosphere

With titanium(IV) tetraethanolate; tetrabutyl ammonium fluoride; tetrabutylammonium triphenyldifluorosilicate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.jfluchem.2011.02.015

Reference yield:

: 145554-06-9
[(4R,5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

: 1359718-17-4
(SS,2R,3R,4R)-2-tert-butanesulfinamido-3,4-(O-isopropylidene)-6-trimethylsilyl-1,1-difluoro-1-phenylselanyl-hex-5-yne

Guidance literature:: Multi-step reaction with 6 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 7 h / Reflux; Inert atmosphere

5: titanium(IV) tetraethanolate / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

6: tetrabutylammonium triphenyldifluorosilicate / N,N-dimethyl-formamide / 2 h / -60 °C / Molecular sieve; Inert atmosphere

With titanium(IV) tetraethanolate; tetrabutyl ammonium fluoride; tetrabutylammonium triphenyldifluorosilicate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.jfluchem.2011.02.015