(3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

Base Information

Chemical Name:(3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide
CAS No.:1367877-60-8
Molecular Formula:C₂₇H₃₂F₄N₂O₅S
Molecular Weight:572.621
Hs Code.:

(3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

Synonyms:(3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-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-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-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-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

There total 13 articles about (3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-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: 63.0%

: 1367877-59-5
(E)-N'-(4-(((3aR,7S,7aS)-3-(3-tert-butylbenzyl-5,5-dioxido)-2-oxohexahydro-2H-thiopyrano[3,4-d]oxazol-7-yl)methyl)-2-fluoro-6-((S)-3,3,3-trifluoro-2-hydroxypropyl)phenyl)-N,N-dimethylformimidamide

: 1367877-60-8
(3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

Guidance literature:: With zinc(II) chloride; In ethanol; for 8h; Reflux; Inert atmosphere;
DOI:10.1021/jm300069y

Reference yield:

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

: 1367877-60-8
(3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

Guidance literature:: Multi-step reaction with 6 steps

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

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

3.1: N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate / methanol; chloroform / 16 h / 60 °C / Inert atmosphere

4.1: toluene / 0.5 h / 150 °C / Inert atmosphere; Microwave irradiation

5.1: copper(l) iodide / tetrahydrofuran / 0.5 h / -40 - -25 °C / Inert atmosphere

5.2: 2 h / -20 °C / Inert atmosphere

6.1: zinc(II) chloride / ethanol / 8 h / Reflux; Inert atmosphere

With dmap; copper(l) iodide; palladium 10% on activated carbon; hydrogen; N,N,N-trimethylbenzenemethanaminium dichloroiodate; N-ethyl-N,N-diisopropylamine; calcium carbonate; zinc(II) chloride; In tetrahydrofuran; methanol; ethanol; chloroform; toluene; acetonitrile;
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

: 1367877-60-8
(3aR,7S,7aS)-7-[4-amino-3-fluoro-5-((S)-3,3,3-trifluoro-2-hydroxy-propyl)-benzyl]-3-(3-tertbutyl-benzyl)hexahydro-2H-thiopyrano[3,4-d]oxazol-2-one 5,5-dioxide

Guidance literature:: Multi-step reaction with 8 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

5.1: N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate / methanol; chloroform / 16 h / 60 °C / Inert atmosphere

6.1: toluene / 0.5 h / 150 °C / Inert atmosphere; Microwave irradiation

7.1: copper(l) iodide / tetrahydrofuran / 0.5 h / -40 - -25 °C / Inert atmosphere

7.2: 2 h / -20 °C / Inert atmosphere

8.1: zinc(II) chloride / ethanol / 8 h / Reflux; Inert atmosphere

With hydrogenchloride; dmap; copper(l) iodide; palladium 10% on activated carbon; hydrogen; sodium acetate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; N-ethyl-N,N-diisopropylamine; calcium carbonate; zinc(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; toluene; acetonitrile;
DOI:10.1021/jm300069y