1366384-12-4

Basic information

• Product Name: (2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana
• Synonyms: (2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana;(R)-1-(Diphenylphosphino)-2-amino-3,3-dimethylbutane ,(10wt% in hexanes)
• CAS NO: 1366384-12-4
• Molecular Formula: C18H24NP
• Molecular Weight: 285.363621
• Product Categories: Chiral Phosphine
• Mol File: 1366384-12-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 384.5±25.0 °C(Predicted)
• Appearance: colorless/liquid
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.79±0.17(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: (2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana(1366384-12-4)
• EPA Substance Registry System: (2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana(1366384-12-4)

Safety Data

• Hazardous Substances Data: 1366384-12-4(Hazardous Substances Data)

Usage

General Description

(2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana is a chemical compound with the molecular formula C17H23P. It is a chiral phosphine ligand commonly used in organometallic chemistry and catalysis. (2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana is known for its ability to coordinate to transition metals, forming stable complexes used in various metal-catalyzed reactions. Its structural features, such as the bulky and symmetrical diphenylphosphino group, make it a valuable ligand for promoting stereoselectivity in metal-catalyzed reactions. Additionally, the substituents on the 2-Butana backbone provide steric and electronic effects that contribute to its reactivity and selectivity in catalytic processes. Overall, (2R)-1-(diphenylphosphino)-3,3-diMethyl-2-Butana is an important compound in the field of organometallic chemistry, playing a crucial role in the development of new catalytic methods and the synthesis of complex organic molecules.

Upstream product

• 862120-57-8 (S)-2-(tert-butoxycarbonylamino)-3,3-dimethylbutyl methanesulfonate 
• 630-19-3 pivalaldehyde 
• 1853342-54-7 C₂₂H₃₂NOPS 
• 1206227-45-3 (4S)-4-tert-butyl-1,2,3-oxathiazolidine-3-carboxylic acid 1,1-dimethylethyl ester 2,2-dioxide 
• 216220-08-5 (S)-N-(p-toluenesulfonyl)-2-tert-butylaziridine 
• 216220-10-9 (S)-2-(4-methylphenylsulfonylamino)-1-(4-methylsulfonyloxy)-3,3-dimethylbutane 
• 602307-06-2 (S)-1-diphenylphosphino-2-(4-methylphenylsulfonylamino)-3,3-dimethylbutane 
• 229485-69-2 (S)-[-2,2-dimethyl-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]propyl]carbamic acid 1,1-dimethylethyl ester 
• 153645-26-2 N-Boc-L-tert-leucinol 
• 112245-13-3 (S)-tert-leucinol 
• 286454-85-1 (S)-[1-[(diphenylphosphino)methyl]-2,2-dimethylpropyl]carbamic acid 1,1-dimethylethyl ester 

Relevant articles and documents

Asymmetric kinetic resolution of sulfides for the construction of unsymmetric sulfides and chiral 3,3-disubstituted oxindoles

A range of 3,3-disubstituted oxindoles accessed using para-quinone methides derived from isatins with thiols were used for the formation of unsymmetrical disulfides, and 3,3-disubstituted oxindoles with a chiral quaternary carbon center and unsymmetric di

Tunable Bifunctional Phosphine-Squaramide Promoted Morita-Baylis-Hillman Reaction of N-Alkyl Isatins with Acrylates

A series of highly tunable bifunctional phosphine-squaramide H-bond donor organocatalysts 6 has been synthesized from inexpensive and commercially available β-amino alcohols in moderate yields. Catalyst 6 can efficiently promote the asymmetric Morita-Baylis-Hillman (MBH) reaction of N-alkyl isatins with acrylate esters providing the chiral 3-substituted 3-hydroxy-2-oxindoles in good yields and enantioselectivities (up to 93 yield and 95 ee), in which the challenging substrate tert-butyl acrylate 9d, provided the best ee value to date. Moreover, this methodology was applied successfully in the synthesis of chiral cyclic spiropyrrolizidineoxindole and γ-butyrolactone derivatives without enantioselectivity deterioration. The possible mechanism of this MBH reaction was also investigated by 31PNMR, ESI-MS and KIE studies. The KIE experiments show that the electrophilic addition of N-methyl isatin to the complex of acrylate ester and phophine-squaramide is the rate-determing step of the asymmetric MBH reaction.

Synthesis of chiral aminophosphines from chiral aminoalcohols via cyclic sulfamidates

(Chemical Equation Presented) Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprote