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

Base Information

Chemical Name: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
CAS No.:1388149-23-2
Molecular Formula:C₁₈H₁₉F₄N₃O₅S
Molecular Weight:465.426
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 19 articles about 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 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 1388149-22-1
N-((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)amine

: 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

Guidance literature:: In tetrahydrofuran; at 60 ℃;

Reference yield:

: 1262799-39-2
(S)-1-(2-fluorophenyl)-2-((1,1,1-trifluorobut-3-en-2-yl)oxy)ethanone

: 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

Guidance literature:: Multi-step reaction with 8 steps

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

2.1: hydroquinone / xylene / 22 h / Reflux

3.1: zinc; acetic acid / 0 - 20 °C

4.1: dichloromethane / 18 h / 20 °C

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

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux

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

7.2: pH 12 / Cooling with ice

8.1: tetrahydrofuran / 60 °C

With pyridine; methanol; 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; dichloromethane; xylene;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 9 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

With pyridine; methanol; n-butyllithium; 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;