tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate

Base Information

• Chemical Name: tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate
• CAS No.: 1172623-96-9
• Molecular Formula: C16H17F2NO3
• Molecular Weight: 309.313
• Mol file: 1172623-96-9.mol

Synonyms:tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate;tert-Butyl [1-(2,5-difluorophenyl)-1-oxo-4-pentyn-2-yl]carbamate

Chemical Property of tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate

Chemical Property:

• Boiling Point: 429.7±45.0 °C(Predicted)
• PKA: 10.20±0.46(Predicted)
• PSA: 55.40000
• Density: 1.199±0.06 g/cm3(Predicted)
• LogP: 3.45500
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(1-(2,5-Difluorophenyl)-1-oxopent-4-yn-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl (1-(2,5-Difluorophenyl)-1-oxopent-4-yn-2-yl)carbamate is used as a reactant in the preparation of a highly functionalized tetrahydropyran DPP-4 inhibitor.

Technology Process of tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate

There total 16 articles about tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate 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: 96.0%

2-bromo-1,4-difluorobenzene (399-94-0) + (±)-tert-butyl (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate (1172623-95-8) → (±)-tert-butyl (1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-yl)carbamate (1172623-96-9)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; toluene; at -20 - 25 ℃; for 2h;

Reference yield: 90.0%

t-butyl-2-(2,5-difluorophenyl)-2-oxoethylcarbamate + propargyl bromide (106-96-7) → (±)-tert-butyl (1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-yl)carbamate (1172623-96-9)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere; Cooling with ice;

Reference yield:

propargyl benzenesulfonate (6165-75-9) + t-butyl-2-(2,5-difluorophenyl)-2-oxoethylcarbamate → (±)-tert-butyl (1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-yl)carbamate (1172623-96-9)

Guidance literature:

t-butyl-2-(2,5-difluorophenyl)-2-oxoethylcarbamate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h; Inert atmosphere;

propargyl benzenesulfonate; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

2-bromo-1,4-difluorobenzene

(±)-tert-butyl (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate

(2,5-difluorophenyl)magnesium bromide

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl [(2R,3S)-2-(2,5-difluorophenyl)-3,4-dihydro-2H-pyran-3-yl]carbamate

tert-butyl [(2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl]carbamate

N-[(2R,3S)-2-(2,5-difluorophenyl)tetrahydro-5-oxo-2H-pyran-3-yl]carbamic acid 1,1-dimethylethyl ester

tert-butyl {(2R,3S,5R)-2-(2,5-difluorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]tetrahydro-2H-pyran-3-yl}carbamate