60261-46-3

Basic information

• Product Name: (S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97%
• Synonyms: (S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97%;(S)-2-((Diphenylphosphino)Methyl)pyrrolidine, 97%;(S)-(-)-2-(DiphenylphosphinoMethyl)pyrrolidine, 97+%;(2S)-2-[(Diphenylphosphino)methyl]pyrrolidine;diphenyl-[[(2S)-pyrrolidin-2-yl]methyl]phosphane
• CAS NO: 60261-46-3
• Molecular Formula: C₁₇H₂₀NP
• Molecular Weight: 269.321161
• Product Categories: Chiral Phosphine
• Mol File: 60261-46-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 387.1±15.0 °C(Predicted)
• Flash Point: >110℃
• Appearance: Colorless to yellow to tan/Liquid
• Density: 1.043 g/mL at 25 °C
• Refractive Index: n20/D1.614
• PKA: 10.46±0.10(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: (S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97%(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97%(60261-46-3)
• EPA Substance Registry System: (S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97%(60261-46-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 60261-46-3(Hazardous Substances Data)

Usage

Description

(S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97% is a chiral phosphine ligand with a pyrrolidine backbone and a diphenylphosphino group attached to the methylene bridge. It is a versatile and highly pure compound, with a minimum purity of 97%, that plays a crucial role in various chemical reactions and processes due to its unique steric and electronic properties.

Uses

Used in Pharmaceutical Industry:
(S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97% is used as a catalytic ligand for the Ru-catalyzed regioselective lactonization of unsymmetrical 1,4-diols to give lactone lignans. This application is significant in the synthesis of complex organic molecules, including those with potential pharmaceutical applications, as lactone lignans possess various biological activities such as anticancer, anti-inflammatory, and antioxidant properties.
Used in Chemical Synthesis:
In the field of chemical synthesis, (S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97% is used as a chiral ligand for the preparation of vinylindanecarboxaldehyde through asymmetric intramolecular allylation of propenylbenzenepropanal. This process is essential for the synthesis of complex organic compounds, including those with potential applications in various industries such as pharmaceuticals, agrochemicals, and materials science.
Overall, (S)-2-[(Diphenylphosphino)methyl]pyrrolidine, min. 97% is a valuable compound in the fields of pharmaceuticals and chemical synthesis, where it serves as a crucial component in the development of new and innovative molecules with potential applications in various industries.

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 132635-95-1 5-(S)-<3.3.0>-1-aza-2-thia-3-oxabicyclooctane-2,2-dioxide 
• 603-35-0 triphenylphosphine 
• 1438408-68-4 (S)-2-((diphenylphosphino)methyl)pyrrolidine-1-sulfonic acid 
• 65567-06-8 lithium diphenylphosphide 
• 138528-55-9 (3aS)-2,3,3a,4,5,6-hexahydropyrrolo<1,2-b>isothiazole 1,1-dioxide 
• 147-85-3 L-proline 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 15475-27-1 potassium diphenylphosphine 
• 128542-75-6 (S)-2-(bromomethyl)-1-<(tert-butyloxy)carbonyl>pyrrolidine 
• 135097-23-3 (2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 
• 1079-66-9 chloro-diphenylphosphine 
• 86661-32-7 (S)-tert-butyl 2-((tosyloxy)methyl)pyrrolidine-1-carboxylate 
• 132482-09-8 tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate 

Downstream Products

• 135055-76-4 (S)-1-[(E)-3-(4-tert-Butyl-phenyl)-2-methyl-propenyl]-2-[(diphenylphosphanyl)-methyl]-pyrrolidine 
• 145818-31-1 (S)-(+)-N-(N',N'-dimethylcarbamoyl)-2-<(diphenylphosphino)methyl>pyrrolidine 
• 146476-41-7 (S)-2-[(Diphenylphosphanyl)-methyl]-pyrrolidin-1-ylamine 
• 1099827-96-9 (S)-2-((diphenylphosphoryl)methyl)pyrrolidine 
• 1352662-97-5 (S)-1-{2-[(diphenylphosphino)methyl]pyrrolidin-1-yl}-2,2,2-triphenylethanone 
• 1352663-10-5 (S)-2-[(diphenylphosphino)methyl]-N-tritylpyrrolidine-1-carboxamide 
• 1438408-57-1 C₂₁H₂₄AuClF₃N₂O₃PS 
• 1401094-60-7 (3-((2S)-2-((diphenylphosphino)methyl)pyrrolidin-1-ium-1-yl)-propanoyl)((trifluoromethyl)sulfonyl)amide gold bis-triflic amide 
• 1438408-60-6 (5-((2S)-2-((diphenylphosphino)methyl)pyrrolidin-1-ium-1-yl)pentanoyl)((trifluoromethyl)sulfonyl)amide 
• 1438408-61-7 (4-((2S)-((diphenylphosphino)methyl)pyrrolidin-1-ium-1-yl)butanoyl)((trifluoromethyl)sulfonyl)amide 
• 1438408-65-1 (S)-5-(2-((diphenylphosphino)methyl)pyrrolidin-1-yl)-pentanoic acid 
• 1438408-67-3 (S)-4-(2-((diphenylphosphino)methyl)pyrrolidin-1-yl)-butanoic acid 
• 1438408-64-0 (S)-methyl 5-(2-((diphenylphosphino)methyl)pyrrolidin-1-yl)-pentanoate 
• 1438408-66-2 (S)-methyl 4-(2-((diphenylphosphino)methyl)pyrrolidin-1-yl)-butanoate 

Relevant articles and documents

Chiral phosphine nitrogen phosphine ligand and chiral metal organic coordination complex and application

The invention discloses a chiral phosphine nitrogen phosphine ligand and chiral metal organic coordination complex and application. The chiral tridentate phosphine nitrogen phosphine ligand is shown as a formula (I), and the chiral metal organic coordination complex is shown as a formula (II), wherein the chiral metal organic coordination complex shown as the formula (II) is used as a homogeneouscatalyst to be applied to preparation of phenylalanine derivatives with high optical activity. The novel chiral nitrogen-phosphine ligand synthesized by taking cheap amino acid as a chiral source is applied to asymmetric hydrogenation reaction, and a chiral product with relatively high yield can be obtained with relatively low catalytic dosage, relatively short reaction time and relatively mild reaction conditions.

Insights into the mechanism for gold catalysis: Behaviour of gold(i) amide complexes in solution

We report the synthesis and activity of new mononuclear and dinuclear gold amide complexes 1-7. The dinuclear complexes 6b and 7 were characterised by single crystal X-ray analysis. We also report solution NMR and freezing point depression experiments to rationalise their behaviour in solution and question the de-ligation process invoked in gold catalysis.

Chiral aminophosphines as catalysts for enantioselective double-michael indoline syntheses

The bisphosphine-catalyzed double-Michael addition of dinucleophiles to electron-deficient acetylenes is an efficient process for the synthesis of many nitrogencontaining heterocycles. Because the resulting heterocycles contain at least one stereogenic center, this double-Michael reaction would be even more useful if an asymmetric variant of the reaction were to be developed. Aminophosphines can also facilitate the double-Michael reaction and chiral amines are more readily available in Nature and synthetically; therefore, in this study we prepared several new chiral aminophosphines. When employed in the asymmetric double-Michael reaction between ortho-tosylamidophenyl malonate and 3-butyn-2-one, the chiral aminophosphines produced indolines in excellent yields with moderate asymmetric induction.