55650-58-3 Usage
Description
(S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE, also known as (S)-(+)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine, is a complex organic compound with a unique structure that features a chiral center and a ferrocenyl group. (S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE is characterized by its potential applications in the field of asymmetric catalysis, particularly in the synthesis of enantiomerically pure compounds.
Uses
Used in Asymmetric Hydrogenation:
(S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE is used as a chiral ligand for asymmetric hydrogenation reactions. The application reason is its ability to provide high enantioselectivity and reactivity in the hydrogenation of various substrates, leading to the formation of enantiomerically pure products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE is used as a key intermediate in the synthesis of chiral drugs. The application reason is its potential to improve the stereoselectivity of the reactions, resulting in the production of more effective and safer medications with fewer side effects.
Used in Chemical Synthesis:
(S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE is also used in the chemical synthesis of various chiral compounds, such as chiral ligands, catalysts, and other organometallic complexes. The application reason is its unique structural features, which enable it to act as a versatile building block for the development of novel chiral molecules with potential applications in various fields, including materials science, agrochemistry, and environmental chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 55650-58-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,6,5 and 0 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 55650-58:
(7*5)+(6*5)+(5*6)+(4*5)+(3*0)+(2*5)+(1*8)=133
133 % 10 = 3
So 55650-58-3 is a valid CAS Registry Number.
InChI:InChI=1/C21H22NP.C5H4.Fe/c1-17(22(2)3)20-15-10-16-21(20)23(18-11-6-4-7-12-18)19-13-8-5-9-14-19;1-2-4-5-3-1;/h4-14,16-17H,1-3H3;1-4H;/q2*-1;+2/t17-;;/m0../s1/rC26H26FeNP/c1-20(28(2)3)26-24(27-21-12-10-11-13-21)18-19-25(26)29(22-14-6-4-7-15-22)23-16-8-5-9-17-23/h4-20H,1-3H3/t20-/m0/s1
55650-58-3Relevant articles and documents
The synthesis of α-N,N-dimethyl-1'-diphenylphosphinoferrocenylethylamine and related ligands
Butler, Ian R.,Cullen, William R.
, p. 147 - 153 (2007/10/02)
Routes to the title compound were explored based on the cleavage of -ferrocenophanes with aryllithium.Thus the cleavage of (ν5-C5H4)Fe(ν5-C5H3(CHMeNMe2)PPh) with phenyllithium affords (ν5-C5H4Li)Fe(ν5-C5H3(CHMeNMe2)PPh2) and (ν5-C5H4PPh2)Fe(ν5-C5H3Li(CHMeNMe2)) in the ratio 15:85.Hydrolysis of this mixture affords the title compound 4.The lithio-ferrocenes can be treated with XER2 to yield other mixed ligands (E = As, P).A route to 4 via (ν5-C5H4PPh2)Fe(ν5-C5H4C(O)Me) was also established but it is complicated by low yields and many side products such as 5-C5H4PPh2)Fe(ν5-C5H4)>2C=CH2.