(R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid

Base Information

• Chemical Name: (R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid
• CAS No.: 1385774-71-9
• Molecular Formula: C₂₅H₂₄F₂N₂O₅S
• Molecular Weight: 502.539
• Mol file: 1385774-71-9.mol

Synonyms:

Chemical Property of (R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid

There total 10 articles about (R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid 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:

7-(2-(2,4-difluorophenyl)ethynyl)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one (1385774-70-8) → (R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid (1385774-71-9)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / diethyl ether / 1 h / 20 °C / Inert atmosphere

2: diethyl ether; toluene / 1 h / 0 - 20 °C / Inert atmosphere

3: acetonitrile / 0.25 h / 0 - 20 °C / Inert atmosphere

4: hydrogenchloride; water / ethyl acetate

With hydrogenchloride; water; triethylamine; In diethyl ether; ethyl acetate; toluene; acetonitrile;

DOI:10.1039/c2ob25618e

Reference yield:

C11H14INO3 → (R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid (1385774-71-9)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium carbonate / butan-1-ol / 16 h / 80 °C / Inert atmosphere

2: piperidine; copper(l) iodide; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

3: triethylamine / diethyl ether / 1 h / 20 °C / Inert atmosphere

4: diethyl ether; toluene / 1 h / 0 - 20 °C / Inert atmosphere

5: acetonitrile / 0.25 h / 0 - 20 °C / Inert atmosphere

6: hydrogenchloride; water / ethyl acetate

With piperidine; hydrogenchloride; copper(l) iodide; water; palladium diacetate; sodium carbonate; triethylamine; triphenylphosphine; In diethyl ether; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; butan-1-ol; 2: Sonogashira cross-coupling;

DOI:10.1039/c2ob25618e

Reference yield:

3,4-dihydro-7-iodobenzo[f][1,4]oxazepin-5(2H)-one (1379339-48-6) → (R)-2-(7-((2,4-difluorophenyl)ethynyl)-5-oxo-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine-4-carboxamido)-3-(isobutylthio)propanoic acid (1385774-71-9)

Guidance literature:

Multi-step reaction with 5 steps

1: piperidine; copper(l) iodide; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

2: triethylamine / diethyl ether / 1 h / 20 °C / Inert atmosphere

3: diethyl ether; toluene / 1 h / 0 - 20 °C / Inert atmosphere

4: acetonitrile / 0.25 h / 0 - 20 °C / Inert atmosphere

5: hydrogenchloride; water / ethyl acetate

With piperidine; hydrogenchloride; copper(l) iodide; water; palladium diacetate; triethylamine; triphenylphosphine; In diethyl ether; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Sonogashira cross-coupling;

DOI:10.1039/c2ob25618e

upstream raw materials:

tert-butyl 2-(2-(methoxycarbonyl)iodophenoxy)ethylcarbamate

3,4-dihydro-7-iodobenzo[f][1,4]oxazepin-5(2H)-one

7-(2-(2,4-difluorophenyl)ethynyl)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one

S-isobutyl-L-cysteine hydrochloride

Refernces