tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate
CAS No.:1388149-20-9
Molecular Formula:C₁₈H₂₁F₄N₃O₃S
Molecular Weight:435.443
Hs Code.:

Synonyms:tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

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Chemical Property of tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

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Technology Process of tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

There total 20 articles about tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate 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:

: 1388149-23-2
tert-butyl ((4aS,5S,7aS)-7a-(2-fluoro-5-nitrophenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

: 1388149-20-9
tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

Guidance literature:: With tin(II) chloride dihdyrate; ethanol; at 20 ℃; for 18h;

Reference yield:

: 1262799-38-1
(S)-N-methoxy-N-methyl-2-(( 1,1,1-trifluorobut-3-en-2-yl)oxy)acetamide

: 1388149-20-9
tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / -78 - -60 °C / Inert atmosphere

1.2: -60 °C

2.1: hydroxylamine hydrochloride; sodium acetate / methanol / 1.5 h / 50 °C

3.1: hydroquinone / xylene / 22 h / Reflux

4.1: zinc; acetic acid / 0 - 20 °C

5.1: dichloromethane / 18 h / 20 °C

6.1: trifluoromethylsulfonic anhydride; pyridine / -20 - 0 °C

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux

8.1: nitric acid; trifluoroacetic acid; sulfuric acid / 1.83 h / 0 °C

8.2: pH 12 / Cooling with ice

9.1: tetrahydrofuran / 60 °C

10.1: ethanol; tin(II) chloride dihdyrate / 18 h / 20 °C

With pyridine; methanol; n-butyllithium; tin(II) chloride dihdyrate; ethanol; trifluoromethylsulfonic anhydride; sulfuric acid; hydroxylamine hydrochloride; nitric acid; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; xylene;

Reference yield:

: 1262799-37-0
tert-butyl {[(2S)-1,1,1-trifluorobut-3-en-2-yl]oxy}acetate

: 1388149-20-9
tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

Guidance literature:: Multi-step reaction with 11 steps

1.1: formic acid / 20 °C / Cooling with ice

1.2: 1.08 h / Cooling with ice

1.3: 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / -78 - -60 °C / Inert atmosphere

2.2: -60 °C

3.1: hydroxylamine hydrochloride; sodium acetate / methanol / 1.5 h / 50 °C

4.1: hydroquinone / xylene / 22 h / Reflux

5.1: zinc; acetic acid / 0 - 20 °C

6.1: dichloromethane / 18 h / 20 °C

7.1: trifluoromethylsulfonic anhydride; pyridine / -20 - 0 °C

8.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux

9.1: nitric acid; trifluoroacetic acid; sulfuric acid / 1.83 h / 0 °C

9.2: pH 12 / Cooling with ice

10.1: tetrahydrofuran / 60 °C

11.1: ethanol; tin(II) chloride dihdyrate / 18 h / 20 °C

With pyridine; methanol; n-butyllithium; formic acid; tin(II) chloride dihdyrate; ethanol; trifluoromethylsulfonic anhydride; sulfuric acid; hydroxylamine hydrochloride; nitric acid; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; xylene;