(S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide

Base Information

• Chemical Name: (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide
• CAS No.: 133099-11-3
• Molecular Formula: C18H18N2
• Molecular Weight: 262.354
• Hs Code.: 2933990090
• Mol file: 133099-11-3.mol

Synonyms:3-Pyrrolidineacetonitrile,a,a-diphenyl-, (S)-;(S)-3-(1-Cyano-1,1-diphenylmethyl)pyrrolidine;(S)-3-(Cyanodiphenylmethyl)pyrrolidine;

Chemical Property of (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 1.08E-09mmHg at 25°C
• Refractive Index: 1.596
• Boiling Point: 488.5°C at 760 mmHg
• PKA: 9.46±0.10(Predicted)
• Flash Point: 249.2°C
• PSA: 55.12000
• Density: 1.147g/cm³
• LogP: 3.09660

Purity/Quality:

99% ^*data from raw suppliers

(S)-2,2-Diphenyl-2-pyrrolidin-3-yl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-2,2-Diphenyl-2-(pyrrolidin-3-yl)acetonitrile is a degradation product of darifenacin and also a darifenacin Cyano Pyrrolidine Impurity compound.

Technology Process of (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide

There total 8 articles about (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide 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: 99.7%

(S)-1-benzyl-3-(1-cyano-1,1-diphenylmethyl)-pyrrolidine hydrochloride (851645-39-1) → (S)-2,2-diphenyl-2-(pyrrolidin-3-yl)-acetonitrile (133099-11-3,103887-39-4,133099-12-4)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 50 ℃; for 3h;

Reference yield: 95.0%

(S)-2,2-diphenyl-2-[1-(tert-butyloxycarbonyl)-3-pyrrolidinyl]acetonitrile (1189753-52-3,1159977-31-7) → (S)-2,2-diphenyl-2-(pyrrolidin-3-yl)-acetonitrile (133099-11-3,103887-39-4,133099-12-4)

Guidance literature:

With hydrogenchloride; In methanol; at 20 - 30 ℃; for 7h;

DOI:10.1021/op300119s

Reference yield: 88.0%

3-(S)-(+)-(1-cyano-1,1-diphenylmethyl)pyrrolidine hydrobromide → (S)-2,2-diphenyl-2-(pyrrolidin-3-yl)-acetonitrile (133099-11-3,103887-39-4,133099-12-4)

Guidance literature:

With sodium hydroxide; In water; toluene;

upstream raw materials:

(S)-1-benzyl-3-(1-cyano-1,1-diphenylmethyl)-pyrrolidine hydrochloride

2,2-diphenyl-2-[(3S)-N-benzyl-pyrrolidin-3-yl]acetonitrile

(S)-diphenyl-[1-(toluene-4-sulfonyl)-pyrrolidin-3-yl]-acetonitrile

(S)-2,2-diphenyl-2-[1-(tert-butyloxycarbonyl)-3-pyrrolidinyl]acetonitrile

Downstream raw materials:

(S)-2,2-diphenyl-2-(pyrrolidin-3-yl)-acetamide L-tartrate

darifenacin hydrochloride

darifenacin

(S)-darifenacin hydrobromide

Refernces

• 1、 Pramanik, Chinmoy,Bapat, Kiran,Chaudhari, Ashok,Tripathy, Narendra K.,Gurjar, Mukund K.. "A new solvent system (Cyclopentyl methyl ether-water) in process development of darifenacin HBr". . p. 1591 - 1597. Retrieved 2013/02/23.
• 2、 -. "METHOD OF PRODUCING (S)-3-(1-CYANO-1,1-DIPHENYLMETHYL)-PYRROLIDINE". Page/Page column 14. . Retrieved 2010/12/30.