(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran

Base Information

Chemical Name:(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran
CAS No.:1367876-85-4
Molecular Formula:C₂₃H₂₉FN₂O₅S
Molecular Weight:464.558
Hs Code.:

Synonyms:(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran

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Chemical Property of (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran

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Technology Process of (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran

There total 8 articles about (3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran 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: 80.0%

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

: 23039-28-3
3-(tert-butyl)benzaldehyde

: 1367876-85-4
(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran

Guidance literature:: ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-hydro-2H-thiopyran-3-yl)hydrochloride; 3-(tert-butyl)benzaldehyde; With sodium acetate; In methanol; dichloromethane; at 25 ℃; for 0.5h; Inert atmosphere;

With sodium cyanoborohydride; In methanol; dichloromethane; for 2h; Inert atmosphere;

With hydrogenchloride; In methanol; dichloromethane; water; for 0.25h; Inert atmosphere;
DOI:10.1021/jm300069y

Reference yield:

: 1367876-82-1
tert-butyl ((3R,4S,5S)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate

: 1367876-85-4
(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

3.2: 2 h / Inert atmosphere

3.3: 0.25 h / Inert atmosphere

With hydrogenchloride; potassium peroxymonosulfate; sodium acetate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
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

: 1367876-85-4
(3R,4S,5S)-3-((3-(tert-butyl)benzyl)amino)-5-(3-fluoro-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran

Guidance literature:: Multi-step reaction with 2 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

With hydrogenchloride; sodium acetate; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm300069y