277306-29-3 Usage
Uses
Used in Pharmaceutical Industry:
(S)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine is used as a β-boration catalyst for the preparation of Sitagliptin β-Amino-2,4,5-trifluorobenzenebutanoic Acid derivatives intermediates. This application is significant in the development of pharmaceuticals, as it aids in the synthesis of important drug components.
Used in Chemical Synthesis:
In the field of chemical synthesis, (S)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine is utilized as a catalyst in Grignard exchange reactions, cross-coupling reactions, β-boration, oxidation, and amination processes. These reactions are crucial for the production of various chemical compounds and materials, making (S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE an essential tool in the chemical industry.
Reaction
Ferrocenylphosphine ligands of the type cpFecp(PR2)(*CH(CH3)PR'2) are a class of asymmetric ligands developed at Solvias in Basel, Switzerland . Ligands of this type are currently used industrially in the stereoselective synthesis of commercial products. A unique feature of these bidentate ligands is the presence of a fixed phosphine moiety and a stereogenic, functionalized side chain, which can be easily modified to accommodate electronic and steric requirements. Based on a versatile synthetic procedure starting with optically active ferrocenes of the type cpFecp(PR2)(*CH(CH3)X) [X = OAc or NR2], a variety of donor atoms can be introduced into the side chain. These ferrocene based phosphine ligands have wide application in the stereoselective hydrogenation of substituted acetamidoacrylates, enol acetates, β-ketoesters and simple alkenes.
Useful as a ligand in Pd-catalyzed C-N bond-forming reactions.
Pd-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides.
Asymmetric hydrogenation of ketones and phosphinylketimines.
Michael addition of Grignard reagents to ",$-unsaturated esters and thioesters.
Boration of ",$-unsaturated esters and nitriles.
Reaction of aryl halides with ammonia.
Cu-catalyzed reduction of activated C=C bonds with PMHS.
Regio- and enantioselective hydroboration of vinyl arenes.
Rh-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes.
1,2-Migrations in Pd-catalyzed Negishi couplings with JosiPhos ligands.
Check Digit Verification of cas no
The CAS Registry Mumber 277306-29-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,7,7,3,0 and 6 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 277306-29:
(8*2)+(7*7)+(6*7)+(5*3)+(4*0)+(3*6)+(2*2)+(1*9)=153
153 % 10 = 3
So 277306-29-3 is a valid CAS Registry Number.
InChI:InChI=1/C27H35P2.C5H5.Fe/c1-21(29(26(2,3)4)27(5,6)7)24-19-14-20-25(24)28(22-15-10-8-11-16-22)23-17-12-9-13-18-23;1-2-4-5-3-1;/h8-21H,1-7H3;1-5H;/t21-;;/m0../s1
