(3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

Base Information

Chemical Name:(3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide
CAS No.:1204343-70-3
Molecular Formula:C₂₄H₂₉FN₂O₄S
Molecular Weight:460.57
Hs Code.:

Synonyms:(3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

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Chemical Property of (3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

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Technology Process of (3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

There total 10 articles about (3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-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: 93.0%

: 1367877-38-0
(3aR,7S,7aS)-3-(3-(tert-butyl)benzyl)-7-(3-fluoro-4-nitrobenzyl)hexahydro-2H-thiopyrano-[3,4d]oxazol-2-one 5,5-dioxide

: 1204343-70-3
(3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; for 16h;
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

: 1204343-70-3
(3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-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: dmap; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 16 h

With hydrogenchloride; dmap; palladium 10% on activated carbon; hydrogen; sodium acetate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetonitrile;
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

: 1204343-70-3
(3aR,7S,7aS)-7-(4-amino-3-fluorobenzyl)-3-(3-(tert-butyl)benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-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: dmap; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 16 h

With dmap; palladium 10% on activated carbon; hydrogen; sodium acetate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm300069y