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

Base Information

Chemical Name:(3S,4S,5R)-3-(4-amino-3-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide hydrochloride
CAS No.:1367876-86-5
Molecular Formula:C₂₃H₃₁FN₂O₃S*ClH
Molecular Weight:471.036
Hs Code.:

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

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

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

There total 9 articles about (3S,4S,5R)-3-(4-amino-3-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide hydrochloride 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%

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

: 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

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 5 ℃; for 1.25h; 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

: 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

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; sodium tetrahydroborate; 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

: 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

Guidance literature:: Multi-step reaction with 2 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

With sodium tetrahydroborate; sodium acetate; In methanol; dichloromethane;
DOI:10.1021/jm300069y