2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid

Base Information

• Chemical Name: 2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid
• CAS No.: 1427058-40-9
• Molecular Formula: C₂₈H₃₈ClF₂N₃O₃
• Molecular Weight: 538.078
• Mol file: 1427058-40-9.mol

Synonyms:2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid

Chemical Property of 2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid

There total 24 articles about 2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic 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:

1-cyclohexene-1-carboxaldehyde (1192-88-7) + C25H36ClF2N3O3 → 2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid (1427058-40-9)

Guidance literature:

1-cyclohexene-1-carboxaldehyde; C₂₅H₃₆ClF₂N₃O₃; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 10.8333h;

Reference yield:

1-cyclohexene-1-carboxaldehyde (1192-88-7) + C21H28ClF2N3O3 (1449754-12-4) → 2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid (1427058-40-9)

Guidance literature:

1-cyclohexene-1-carboxaldehyde; C₂₁H₂₈ClF₂N₃O₃; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 10.83h;

Reference yield:

3-chloro-2-methylbenzoic acid (7499-08-3) → 2-[(3S,4R)-1-{[2-chloro-6-(difluoromethyl)phenyl]methyl}-3-{[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamoyl}-4-methylpyrrolidin-3-yl]acetic acid (1427058-40-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18.5 h / 20 °C

2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 3.45 h / 90 °C

3.1: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 °C / Inert atmosphere

4.1: manganese(IV) oxide / dichloromethane / 20 °C

5.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

6.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 45 °C

7.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

8.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

8.2: 10.83 h / 20 °C

With manganese(IV) oxide; N-Bromosuccinimide; diisobutylaluminium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; (bis-(2-methoxyethyl)amino)sulfur trufluoride; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

1-cyclohexene-1-carboxaldehyde

3-chloro-2-methylbenzoic acid

methyl 2-methyl-3-chlorobenzoate

2-bromomethyl-3-chloro-benzoic acid methyl ester

Refernces

• 1、 -. "PYRROLIDIN-3-YLACETIC ACID DERIVATIVE". Paragraph 0364; 0365. . Retrieved 2013/03/28.