tert-butyl ((4aS,5S,7aS)-7a-(2-fluoro-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-fluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate
• CAS No.: 1174322-02-1
• Molecular Formula: C₁₈H₂₁F₂N₃O₅S
• Molecular Weight: 429.445
• Mol file: 1174322-02-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about tert-butyl ((4aS,5S,7aS)-7a-(2-fluoro-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: 90.7%

di-tert-butyl dicarbonate (24424-99-5) + (4aS,5S,7aS)-7a-(2-fluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine (1391001-94-7) → tert-butyl ((4aS,5S,7aS)-7a-(2-fluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate (1174322-02-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (4aS,5S,7aS)-7a-(2-fluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine (1391001-94-7) + ammonium chloride → tert-butyl ((4aS,5S,7aS)-7a-(2-fluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate (1174322-02-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; ethyl acetate;

Reference yield:

(4aS,5S,7aS)-5-(fluoromethyl)-7a-(2-fluorophenyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine (1174322-01-0) → tert-butyl ((4aS,5S,7aS)-7a-(2-fluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate (1174322-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nitric acid; trifluoroacetic acid; sulfuric acid / 0.92 h / 0 °C

1.2: pH 12

2.1: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With sulfuric acid; nitric acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran;

upstream raw materials:

di-tert-butyl dicarbonate

(4aS,5S,7aS)-7a-(2-fluoro-5-nitrophenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

N-((4aS,5S,7aS)-5-(fluoromethyl)-7a-(2-fluorophenyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)benzamide

(4aS,5S,7aS)-5-(fluoromethyl)-7a-(2-fluorophenyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Downstream raw materials:

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

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