tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate

Base Information

Chemical Name:tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate
CAS No.:1204343-91-8
Molecular Formula:C₂₀H₂₃F₇N₂O₈S
Molecular Weight:584.466
Hs Code.:

tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate

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Chemical Property of tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate

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Technology Process of tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate

There total 10 articles about tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate 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:

: 1204343-90-7
tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

: 1204343-91-8
tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate

Guidance literature:: With potassium peroxymonosulfate; In tetrahydrofuran; water; at 25 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm300069y

Reference yield:

: 1123172-88-2
3,5-difluoro-4-nitro-benzonitrile

: 1204343-91-8
tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: thionyl chloride / 0 - 25 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 4 h / 0 - 5 °C / Inert atmosphere

2.2: 0.5 h / 25 °C / Cooling with ice; Inert atmosphere

3.1: phosphorus tribromide / 24 h / 25 °C / Inert atmosphere

4.1: potassium carbonate / acetone / 2.5 h / 25 - 30 °C / Inert atmosphere

5.1: palladium diacetate; triethylamine; triphenylphosphine / tert-butyl methyl ether / 16 h / 25 °C / Inert atmosphere

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -70 °C / Inert atmosphere

7.1: Chiralpak AD-I / ethanol; n-heptane / Inert atmosphere

8.1: potassium hexamethylsilazane / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere

9.1: potassium peroxymonosulfate / tetrahydrofuran; water / 2 h / 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; potassium peroxymonosulfate; palladium diacetate; phosphorus tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; hexane; n-heptane; tert-butyl methyl ether; water; acetone;
DOI:10.1021/jm300069y

Reference yield:

: C₂₁H₂₄F₂N₂O₇S

: 1204343-91-8
tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: palladium diacetate; triethylamine; triphenylphosphine / tert-butyl methyl ether / 16 h / 25 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -70 °C / Inert atmosphere

3: Chiralpak AD-I / ethanol; n-heptane / Inert atmosphere

4: potassium hexamethylsilazane / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere

5: potassium peroxymonosulfate / tetrahydrofuran; water / 2 h / 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; potassium peroxymonosulfate; palladium diacetate; potassium hexamethylsilazane; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; n-heptane; tert-butyl methyl ether; water;
DOI:10.1021/jm300069y