(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide

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Chemical Name:(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide
CAS No.:1123339-91-2
Molecular Formula:C₂₃H₃₀BrFN₂O₃S
Molecular Weight:513.471
Hs Code.:

Synonyms:(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide

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Chemical Property of (3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide

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Technology Process of (3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide

There total 10 articles about (3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide 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: 82.0%

: 1367876-86-5
(3S,4S,5R)-3-(4-amino-3-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide hydrochloride

: 1123339-91-2
(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide

Guidance literature:: With 1,3-di-n-butyl-1H-imidazol-3-ium tribromide; In dichloromethane; at -10 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm300069y

Reference yield:

: 1367876-83-2
tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-hydro-2H-thiopyran-3-yl)carbamate

: 1123339-91-2
(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 25 - 40 °C / Inert atmosphere

2.1: sodium acetate / methanol; dichloromethane / 0.5 h / 25 °C / Inert atmosphere

2.2: 2 h / Inert atmosphere

2.3: 0.25 h / Inert atmosphere

3.1: sodium tetrahydroborate / methanol / 1.25 h / 0 - 5 °C / Inert atmosphere

4.1: 1,3-di-n-butyl-1H-imidazol-3-ium tribromide / dichloromethane / 1 h / -10 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; 1,3-di-n-butyl-1H-imidazol-3-ium tribromide; sodium acetate; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm300069y

Reference yield:

: 1368855-98-4
((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-hydro-2H-thiopyran-3-yl)hydrochloride

: 1123339-91-2
(3S,4S,5R)-3-(4-amino-3-bromo-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxy-tetrahydro-2H-thiopyran 1,1-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium acetate / methanol; dichloromethane / 0.5 h / 25 °C / Inert atmosphere

1.2: 2 h / Inert atmosphere

1.3: 0.25 h / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 1.25 h / 0 - 5 °C / Inert atmosphere

3.1: 1,3-di-n-butyl-1H-imidazol-3-ium tribromide / dichloromethane / 1 h / -10 °C / Inert atmosphere

With sodium tetrahydroborate; 1,3-di-n-butyl-1H-imidazol-3-ium tribromide; sodium acetate; In methanol; dichloromethane;
DOI:10.1021/jm300069y