PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)-

Base Information

• Chemical Name: PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)-
• CAS No.: 1146699-67-3
• Molecular Formula: C11H12ClF3N2O3S
• Molecular Weight: 344.742
• Mol file: 1146699-67-3.mol

Synonyms:PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)-;N2-[(4-Chlorophenyl)sulfonyl]-5,5,5-trifluoro-D-norvalinamide

Chemical Property of PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)-

Chemical Property:

• PSA: 98.63000
• LogP: 4.43610

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)-

There total 4 articles about PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)- 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: 91.0%

(R)-2-amino-5,5,5-trifluoropentanamide hydrochloride (1146699-58-2) + 4-chlorobenzenesulfonyl chloride (98-60-2) → (R)-2-(4-chlorophenylsulfonamido)-5,5,5-trifluoropentanamide (1146699-67-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 15 - 25 ℃; for 0.833333h; Product distribution / selectivity;

Reference yield: 86.9%

C11H10Cl2F3NO3S (1392848-78-0) → (R)-2-(4-chlorophenylsulfonamido)-5,5,5-trifluoropentanamide (1146699-67-3)

Guidance literature:

With ammonium hydroxide; In 2-methyltetrahydrofuran; water;

DOI:10.1021/op400013e

Reference yield:

(2R)-2-amino-5,5,5-trifluoropentanoic acid (122565-29-1,23809-57-6) → (R)-2-(4-chlorophenylsulfonamido)-5,5,5-trifluoropentanamide (1146699-67-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water / 13 h / pH 10.3 - 10.7 / Large scale

2: oxalyl dichloride / 2-methyltetrahydrofuran / 0.5 h

3: ammonium hydroxide / water; 2-methyltetrahydrofuran

With ammonium hydroxide; oxalyl dichloride; sodium hydroxide; In 2-methyltetrahydrofuran; water;

DOI:10.1021/op400013e

upstream raw materials:

(R)-2-amino-5,5,5-trifluoropentanamide hydrochloride

4-chlorobenzenesulfonyl chloride

(2R)-2-amino-5,5,5-trifluoropentanoic acid

5,5,5-trifluoro-2-oxopentanoic acid

Downstream raw materials:

(R)-2-[4-chloro-N-(4-cyano-2-fluorobenzyl)phenylsulfonamido]-5,5,5-trifluoropentanamide

avagacestat

(R)-2-[4-chloro-N-(3-cyanopropyl)phenylsulfonamido]-5,5,5-tri-fluoropentanamide

(R)-2-{4-chloro-N-[(1-cyanocyclopropyl)methyl]-phenylsulfonamido}-5,5,5-trifluoropentanamide

Refernces

• 1、 -. "NOVEL ALPHA-(N-SULFONAMIDO)ACETAMIDE COMPOUNDS INCORPORATING DEUTERIUM AS INHIBITORS OF BETA AMYLOID PEPTIDE PRODUCTION". Page/Page column 12; 13. . Retrieved 2010/10/03.
• 2、 -. "Novel Alpha-(N-Sulfonamido)Acetamide Compound as an Inhibitor of Beta Amyloid Peptide Production". Page/Page column 20. . Retrieved 2009/05/28.