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

Base Information

Chemical Name:(3aR,7S,7aS)-3-(3-(tert-butyl)benzyl)-7-(3-fluoro-4-nitrobenzyl)hexahydro-2H-thiopyrano-[3,4d]oxazol-2-one 5,5-dioxide
CAS No.:1367877-38-0
Molecular Formula:C₂₄H₂₇FN₂O₆S
Molecular Weight:490.553
Hs Code.:

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

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

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

There total 9 articles about (3aR,7S,7aS)-3-(3-(tert-butyl)benzyl)-7-(3-fluoro-4-nitrobenzyl)hexahydro-2H-thiopyrano-[3,4d]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: 96.0%

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

: 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

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 16h; Inert atmosphere;
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

: 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

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: dmap; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Inert atmosphere

With dmap; sodium acetate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; acetonitrile;
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

: 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

Guidance literature:: Multi-step reaction with 4 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

4.1: dmap; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Inert atmosphere

With hydrogenchloride; dmap; potassium peroxymonosulfate; sodium acetate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm300069y