(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

Base Information

Chemical Name:(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
CAS No.:1367877-59-5
Molecular Formula:C₃₀H₃₇F₄N₃O₅S
Molecular Weight:627.7
Hs Code.:

(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

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Chemical Property of (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

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Technology Process of (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

There total 12 articles about (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 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:

: 1367877-58-4
(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-iodophenyl))-N,N-dimethylformimidamide

: 1068-55-9
isopropylmagnesium chloride

: 130025-34-2
(S)-2-trifluoromethyl-oxirane

: 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

Guidance literature:: (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-iodophenyl))-N,N-dimethylformimidamide; isopropylmagnesium chloride; With copper(l) iodide; In tetrahydrofuran; at -40 - -25 ℃; for 0.5h; Inert atmosphere;

(S)-2-trifluoromethyl-oxirane; In tetrahydrofuran; at -20 ℃; for 2h; 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

: 1367877-59-5
(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

Guidance literature:: Multi-step reaction with 5 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

With dmap; copper(l) iodide; palladium 10% on activated carbon; hydrogen; N,N,N-trimethylbenzenemethanaminium dichloroiodate; N-ethyl-N,N-diisopropylamine; calcium carbonate; In tetrahydrofuran; methanol; 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

: 1367877-59-5
(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

Guidance literature:: Multi-step reaction with 7 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

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; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; toluene; acetonitrile;
DOI:10.1021/jm300069y