Benzamide, 3-[(1S,2S)-1-[(4-chlorophenyl)methyl]-2-[[2-methyl-1-oxo-2-[[5-(trifluoro methyl)-2-pyridinyl]oxy]propyl]amino]propyl]-

Base Information

• Chemical Name: Benzamide, 3-[(1S,2S)-1-[(4-chlorophenyl)methyl]-2-[[2-methyl-1-oxo-2-[[5-(trifluoro methyl)-2-pyridinyl]oxy]propyl]amino]propyl]-
• CAS No.: 876365-72-9
• Molecular Formula: C27H27ClF3N3O3
• Molecular Weight: 533.978
• Mol file: 876365-72-9.mol

Synonyms:

Chemical Property of Benzamide, 3-[(1S,2S)-1-[(4-chlorophenyl)methyl]-2-[[2-methyl-1-oxo-2-[[5-(trifluoro methyl)-2-pyridinyl]oxy]propyl]amino]propyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzamide, 3-[(1S,2S)-1-[(4-chlorophenyl)methyl]-2-[[2-methyl-1-oxo-2-[[5-(trifluoro methyl)-2-pyridinyl]oxy]propyl]amino]propyl]-

There total 9 articles about Benzamide, 3-[(1S,2S)-1-[(4-chlorophenyl)methyl]-2-[[2-methyl-1-oxo-2-[[5-(trifluoro methyl)-2-pyridinyl]oxy]propyl]amino]propyl]- 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: 98.0%

3-{(1Z)-1-(4-chlorophenyl)-2-[(2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoyl)amino]prop-1-en-1-yl}benzamide → 3-{(1S,2S)-1-(4-chlorobenzyl)-2-[(2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoyl)amino]propyl}benzamide (876365-72-9)

Guidance literature:

With boron trifluoride - methanol (1/1); hydrogen; CODRh(-)-TMBTP BF₄; In methanol; isopropyl alcohol; at 40 ℃; for 18h; under 7757.43 Torr; Product distribution / selectivity;

Reference yield: 92.0%

di(norbornadiene)rhodium(I) tetrafluoroborate → 3-{(1S,2S)-1-(4-chlorobenzyl)-2-[(2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoyl)amino]propyl}benzamide (876365-72-9)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (R)-1-[(S_p)-2-(di-tert-butylphosphino)ferrocenyl]ethylbis(2-methylphenyl)phosphine; hydrogen; In 2,2,2-trifluoroethanol; at 40 ℃; for 17h; under 7757.43 Torr; optical yield given as %ee; regioselective reaction;

DOI:10.1021/op800270e

Reference yield: 90.0%

→ 3-{(1S,2S)-1-(4-chlorobenzyl)-2-[(2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoyl)amino]propyl}benzamide (876365-72-9)

Guidance literature:

Purification / work up;

upstream raw materials:

2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoic acid

ethyl 2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanoate

N-[(1Z)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylprop-1-en-1-yl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide

2-hydroxy-5-(trifluoromethyl)pyridine

Downstream raw materials:

taranabant

Refernces

• 1、 -. "FORMATION OF TETRA-SUBSTITUTED ENAMIDES AND STEREOSELECTIVE REDUCTION THEREOF". Page/Page column 32-33. . Retrieved 2008/06/13.
• 2、 -. "COMBINATION OF DIPEPTIDYL PEPTIDASE-IV INHIBITOR AND A CANNABINOID CB1 RECEPTOR ANTAGONIST FOR THE TREATMENT OF DIABETES AND OBESITY". Page/Page column 38-39. . Retrieved 2008/06/13.