tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-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-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate
CAS No.:1391002-02-0
Molecular Formula:C₁₈H₂₀F₃N₃O₅S
Molecular Weight:447.435
Hs Code.:

Synonyms:tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-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-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-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-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

There total 16 articles about tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-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

: 1388651-18-0
(4aS,5S,7aS)-7a-(2,3-difluorophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

: 1391002-02-0
tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

Guidance literature:: (4aS,5S,7aS)-7a-(2,3-difluorophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine; With sulfuric acid; nitric acid; trifluoroacetic acid; at 0 ℃; for 2.5h;

With sodium hydroxide; pH=13;

di-tert-butyl dicarbonate; With triethylamine; In tetrahydrofuran; at 20 ℃; for 19h;

Reference yield:

: tin (II) chloride dihydrate

: 1391002-03-1
tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2,3-difluorophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

: 1391002-02-0
tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

Guidance literature:

Reference yield:

: 38573-88-5
1-bromo-2,3-difluorobenzene

: 1391002-02-0
tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-nitrophenyl)-5-(fluoromethyl)-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: n-butyllithium / toluene; hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C

2.1: zinc; acetic acid / 0 - 20 °C

2.2: Saturated solution

3.1: dichloromethane / 18 h / 20 °C

4.1: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 1.5 h / 0 °C

5.1: hydrogenchloride; water / methanol

6.1: Nonafluorobutanesulfonyl fluoride; N-ethyl-N,N-diisopropylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 8 h / 55 - 60 °C / Inert atmosphere

8.1: nitric acid; trifluoroacetic acid; sulfuric acid / 2.5 h / 0 °C

8.2: pH 13

8.3: 19 h / 20 °C

With pyridine; hydrogenchloride; methanol; n-butyllithium; Nonafluorobutanesulfonyl fluoride; trifluoromethylsulfonic anhydride; sulfuric acid; water; nitric acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;