1-Piperidinecarboxylic acid, 4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-, (1R)-2-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-1-carboxyethyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-, (1R)-2-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-1-carboxyethyl ester
• CAS No.: 868383-87-3
• Molecular Formula: C25H26ClF3N4O5
• Molecular Weight: 554.953
• Mol file: 868383-87-3.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-, (1R)-2-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-1-carboxyethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-, (1R)-2-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-1-carboxyethyl ester

There total 5 articles about 1-Piperidinecarboxylic acid, 4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-, (1R)-2-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-1-carboxyethyl ester 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: 86.0%

(R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-propionic acid (868383-85-1) + 1-(1H-imidazol-1-yl-carbonyl)-4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-piperidine (1007587-76-9) → 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidin-1-carboxylic acid-(R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-carboxyethylester (868383-87-3)

Guidance literature:

(R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-propionic acid; 1-(1H-imidazol-1-yl-carbonyl)-4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-piperidine; With potassium tert-butylate; In tetrahydrofuran; tert-Amyl alcohol; acetone; at 25 - 35 ℃; for 1.5h;

With hydrogenchloride; In tetrahydrofuran; tert-Amyl alcohol; water; acetone; at 25 ℃;

Reference yield: 81.0%

(R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-methoxycarbonyl-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate (926904-32-7) → 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidin-1-carboxylic acid-(R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-carboxyethylester (868383-87-3)

Guidance literature:

(R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-methoxycarbonyl-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate; With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 3.5h;

With hydrogenchloride; In water;

Reference yield:

(Z)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-acrylic acid (1117706-66-7) → 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidin-1-carboxylic acid-(R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-carboxyethylester (868383-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chlorobis(2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane / n-heptane; acetic acid butyl ester / 10 - 20 °C

2.1: potassium tert-butylate / tetrahydrofuran; tert-Amyl alcohol; acetone / 1.5 h / 25 - 35 °C

2.2: 25 °C

With potassium tert-butylate; chlorobis(2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)borane; In tetrahydrofuran; tert-Amyl alcohol; n-heptane; acetic acid butyl ester; acetone;

upstream raw materials:

(R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-methoxycarbonyl-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

(R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-hydroxy-propionic acid

1-(1H-imidazol-1-yl-carbonyl)-4-(1,2,4,5-tetrahydro-2-oxo-3H-1,3-benzodiazepin-3-yl)-piperidine

4-amino-3-chloro-5-trifluoromethylbenzaldehyde

Downstream raw materials:

(R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-[4-(4-ethoxycarbonyl-phenyl)-piperazin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

C₄₂H₄₉ClF₃N₇O₆