Solifenacin Succinate EP Impurity G

Base Information

• Chemical Name: Solifenacin Succinate EP Impurity G
• CAS No.: 740780-79-4
• Molecular Formula: C23H26N2O2
• Molecular Weight: 362.472
• European Community (EC) Number: 826-249-2
• UNII: C6P2J8CQ79
• ChEMBL ID: CHEMBL1169543
• Mol file: 740780-79-4.mol

Synonyms:740780-79-4;Solifenacin Succinate EP Impurity G;(1R,3'R)-Solifenacin;C6P2J8CQ79;CHEMBL1169543;(R)-Quinuclidin-3-yl (R)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate;[(3R)-1-azabicyclo[2.2.2]octan-3-yl] (1R)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate;2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-1-phenyl-, (3R)-1-azabicyclo(2.2.2)oct-3-yl ester, (1R)-;UNII-C6P2J8CQ79;SCHEMBL1736633;FBOUYBDGKBSUES-FCHUYYIVSA-N;BDBM50370683;Solifenacin succinate impurity G [EP];CS-O-14626;CS-0165808;A817165;A899932;SOLIFENACIN SUCCINATE IMPURITY G [EP IMPURITY];(R)-(R)-quinuclidin-3-yl 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate? (Solifenacin Impurity pound(c);3,4-dihydro-1-phenyl-(1S)-2(1H)-Isoquinolinecarboxylic acid (3R)-1-azabicyclo[2.2.2]oct-3-yl ester

Chemical Property of Solifenacin Succinate EP Impurity G

Chemical Property:

• Boiling Point: 505.5±50.0 °C(Predicted)
• PKA: 9.03±0.33(Predicted)
• PSA: 32.78000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 3.74070
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 362.199428076
• Heavy Atom Count: 27
• Complexity: 525

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCC1C(C2)OC(=O)N3CCC4=CC=CC=C4C3C5=CC=CC=C5
• Isomeric SMILES: C1CN2CCC1[C@H](C2)OC(=O)N3CCC4=CC=CC=C4[C@H]3C5=CC=CC=C5

Technology Process of Solifenacin Succinate EP Impurity G

There total 22 articles about Solifenacin Succinate EP Impurity G 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: 1.1%

(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline (180468-42-2) + (R)-quinuclidin-3-ol (25333-42-0) → (1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester (732228-02-3,180272-14-4) + (3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate (740780-79-4,180272-14-4) + (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8,96719-89-0,118864-75-8) + solifenacin (242478-37-1,180272-14-4)

Guidance literature:

With potassium 2-methylbutan-2-olate; In toluene; at 90 ℃; for 3h; Product distribution / selectivity;

Reference yield:

(S,R)-((R)-quinuclidin-3-yl) 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (180272-14-4) → (3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate (740780-79-4,180272-14-4) + solifenacin (242478-37-1,180272-14-4)

Guidance literature:

(S,R)-((R)-quinuclidin-3-yl) 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate; With hydrogenchloride; In water; at 20 - 25 ℃;

With potassium carbonate; In water; pH=10; Purification / work up;

Reference yield:

(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline (180468-42-2) → (1S)-3,4-dihydro-1-phenyl-2-(1H)-isoquinolinecarboxylic acid (3S)-1-azabicyclo[2.2.2]oct-3-yl ester (732228-02-3,180272-14-4) + (3R)-1-azabicyclo[2.2.2]oct-3-yl (1R)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate (740780-79-4,180272-14-4) + solifenacin (242478-37-1,180272-14-4)

Guidance literature:

(R)-quinuclidin-3-ol; With sodium hydride; In toluene; for 0.166667h;

(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline; In toluene; at 26 - 110 ℃; for 4.33333h; Product distribution / selectivity;

upstream raw materials:

ethyl (R)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

(R)-quinuclidin-3-ol

(S)-N-carboxylic acid ethyl ester-1-phenyl-1,2,3,4-tetrahydroisoquinoline

1-phenyl-3,4-dihydroisoquinoline

Downstream raw materials:

(-)-(3R)-quinuclidin-3-yl (1R)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (-)-L-phenylalaninate

(-)-(3R)-quinuclidin-3-yl (1R)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate methanesulfonate

(-)-(3R)-quinuclidin-3-yl (1R)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (+)-(2S,3S)-di-O-(4-methylbenzoyl)tartrate

(-)-(3R)-quinuclidin-3-yl (1R)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (+)-camphor-10-sulfonate

Refernces

• 1、 Niphade, Navnath C.,Jagtap, Kunal M.,Mali, Anil C.,Solanki, Pavankumar V.,Jachak, Madhukar N.,Mathad, Vijayavitthal T.. "Efficient and single pot process for the preparation of enantiomerically pure solifenacin succinate, an antimuscarinic agent". body text. p. 1181 - 1186. Retrieved 2012/01/06.
• 2、 -. "PROCESS FOR PREPARING CHEMICALLY AND CHIRALLY PURE SOLIFENACIN BASE AND ITS SALTS". Page/Page column 31. . Retrieved 2009/09/04.