tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate

Base Information

• Chemical Name: tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate
• CAS No.: 1428935-47-0
• Molecular Formula: C₃₉H₄₉N₅O₉S
• Molecular Weight: 766.888
• Mol file: 1428935-47-0.mol

Synonyms:tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate

Chemical Property of tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate

There total 11 articles about tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)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: 70.0%

tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ? (1232423-98-1) + tert-butyl N-[[4-[chloro-N-hydroxycarbonimidoyl]phenyl]methyl]-N-(trideuteriomethyl)carbamate (1428935-46-9) → tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate (1428935-47-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 65 ℃; for 2.5h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate (1428935-47-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C

1.2: 18 h / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

2.2: -78 - 20 °C

3.1: lithium borohydride / tetrahydrofuran / 22 h / 65 - 85 °C

4.1: manganese(IV) oxide / dichloromethane / 20 h / 20 °C

5.1: hydroxylamine / ethanol / 0.75 h / 20 °C

6.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 65 °C

7.1: triethylamine / tetrahydrofuran / 2.5 h / 65 °C

With manganese(IV) oxide; N-chloro-succinimide; lithium borohydride; hydroxylamine; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

C9H12BrN3Si*C7H8O3S (1428935-59-4) → tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]methyl]-N-(trideuteriomethyl)carbamate (1428935-47-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydrogencarbonate / water; ethyl acetate / 0.5 h

1.2: 0.5 h

1.3: charcoal (Darco G-60); Celite / 2 h

2.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium phosphate / water; acetonitrile / 1 h / 20 °C / Inert atmosphere

3.1: triethylamine / tetrahydrofuran / 2.5 h / 65 °C

With potassium phosphate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium hydrogencarbonate; triethylamine; In tetrahydrofuran; water; ethyl acetate; acetonitrile;

upstream raw materials:

C₉H₁₂BrN₃Si*C₇H₈O₃S

di-tert-butyl dicarbonate

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine

tert-butyl N-tert-butoxycarbonyl-N-[5-bromo-3-((trimethylsilyl)ethyynyl)pyrazin-2-yl]carbamate