Benzenepropanoic acid, 4-chloro-b-[[[[(1S)-2-methyl-1-(2-methyl-1-oxopropoxy)propoxy]carbonyl ]amino]methyl]-, (bR)-

Base Information

• Chemical Name: Benzenepropanoic acid, 4-chloro-b-[[[[(1S)-2-methyl-1-(2-methyl-1-oxopropoxy)propoxy]carbonyl ]amino]methyl]-, (bR)-
• CAS No.: 847353-30-4
• Molecular Formula: C19H26ClNO6
• Molecular Weight: 399.872
• Mol file: 847353-30-4.mol

Synonyms:UNII-W89H91R7VX;Arbaclofen placarbil;

Chemical Property of Benzenepropanoic acid, 4-chloro-b-[[[[(1S)-2-methyl-1-(2-methyl-1-oxopropoxy)propoxy]carbonyl ]amino]methyl]-, (bR)-

Chemical Property:

• PSA: 105.42000
• LogP: 4.01020

Purity/Quality:

98%Min ^*data from raw suppliers

ARBACLOFEN PLACARBIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanoic acid, 4-chloro-b-[[[[(1S)-2-methyl-1-(2-methyl-1-oxopropoxy)propoxy]carbonyl ]amino]methyl]-, (bR)-

There total 12 articles about Benzenepropanoic acid, 4-chloro-b-[[[[(1S)-2-methyl-1-(2-methyl-1-oxopropoxy)propoxy]carbonyl ]amino]methyl]-, (bR)- 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: 90.0%

(1S)-1-[((3R,4R)-2,5-Dioxo-3,4-dibenzoyloxypyrrolidinyl)-oxycarbonyloxy]-2-methylpropyl 2-methylpropanoate + (R)-baclofen (69308-37-8) → [3H]-Arbaclofen placarbil (847353-30-4)

Guidance literature:

In tetrahydrofuran; water; at 18 - 20 ℃; for 4h; Product distribution / selectivity;

Reference yield: 78.0%

(S)-1-(2,5-dioxoazolidinyloxycarbonyloxy)-2-methylpropyl 2-methylpropanate (1174524-50-5) + (R)-baclofen (69308-37-8) → [3H]-Arbaclofen placarbil (847353-30-4)

Guidance literature:

With tert-butyl methyl ether; In water; at 45 ℃; for 6h; Large scale;

DOI:10.1021/acs.oprd.0c00491

Reference yield: 65.0%

1-((2,5-dioxopyrrolidin-1-yl-oxycarbonyloxy)-2-methylpropyl)-2-methylpropanoate + (R)-baclofen (69308-37-8) → (3R)-4-{[(1R)-2-methyl-1-(2-methylpropanoyloxy)propoxy]carbonylamino}-3-(4-chlorophenyl)butanoic acid (847353-27-9) + [3H]-Arbaclofen placarbil (847353-30-4)

Guidance literature:

In water; acetonitrile; at 20 ℃; for 4h;

upstream raw materials:

(R)-baclofen

Tetramethylammonium Isobutyrate

isobutyric Acid

tert-butyl methyl ether

Refernces

• 1、 -. "ANHYDROUS AND HEMIHYDRATE CRYSTALLINE FORMS OF AN (R)-BACLOFEN PRODRUG, METHODS OF SYNTHESIS AND METHODS OF USE". . . Retrieved 2013/03/26.
• 2、 -. "USE OF (3R)-4--3-(4-CHLOROPHENYL) BUTANOIC ACID FOR TREATING URINARY INCONTINENCE". . . Retrieved 2011/09/20.