(S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide

Base Information

• Chemical Name: (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide
• CAS No.: 930097-38-4
• Molecular Formula: C₂₆H₃₇F₂N₅O₃
• Molecular Weight: 505.608
• Mol file: 930097-38-4.mol

Synonyms:(S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide

Chemical Property of (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide

There total 9 articles about (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide 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:

C26H35F2N5O3 → (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide (930097-38-4)

Guidance literature:

With sodium tris(acetoxy)borohydride;

DOI:10.1016/j.bmcl.2010.12.117

Reference yield:

2-methyl-2-(4-nitroimidazol-1-yl)propionic acid methyl ester (865774-07-8) → (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide (930097-38-4)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 2068.65 Torr

2: O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

3: diisobutylaluminium hydride / dichloromethane / -30 °C

4: toluene-4-sulfonic acid / dichloromethane / Molecular sieve

5: sodium tris(acetoxy)borohydride

With palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2010.12.117

Reference yield:

2-(4-aminoimidazol-1-yl)-2-methylpropionic acid methyl ester (865775-54-8) → (S)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-pentanoic acid (1-{1,1-dimethyl-2-[(tetrahydro-pyran-4-ylmethyl)-amino]-ethyl}-1H-imidazol-4-yl)-amide (930097-38-4)

Guidance literature:

Multi-step reaction with 4 steps

1: O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

2: diisobutylaluminium hydride / dichloromethane / -30 °C

3: toluene-4-sulfonic acid / dichloromethane / Molecular sieve

4: sodium tris(acetoxy)borohydride

With sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2010.12.117

upstream raw materials:

C₁₃H₁₅F₂NO₃

2-methyl-2-(4-nitroimidazol-1-yl)propionic acid methyl ester

(S)-2-(2-(3,5-difluorophenyl)acetamido)-N-(1-(2-methyl-1-oxopropan-2-yl)-1H-imidazol-4-yl)pentanamide

C₁₈H₃₀N₄O₅