CAS 112022-83-0: (R)-2-Methyl-CBS-Oxazaborolidin
Beschreibung:
(R)-2-Methyl-CBS-Oxazaborolidin ist eine chirale Organoborverbindung, die als Katalysator in verschiedenen asymmetrischen Synthesereaktionen dient, insbesondere bei der Bildung von Kohlenstoff-Kohlenstoff-Bindungen. Diese Verbindung weist ein Boratom auf, das an ein Oxazaborolidin-Gerüst koordiniert ist, was zu ihrer einzigartigen Reaktivität und Selektivität in der Katalyse beiträgt. Die Anwesenheit der Methylgruppe an der Position 2 verbessert ihre sterischen und elektronischen Eigenschaften, wodurch sie für enantioselektive Reaktionen effektiv ist. Ihre chirale Natur ermöglicht es ihr, die Bildung eines Enantiomers gegenüber einem anderen bevorzugt zu fördern, was in der Synthese von Arzneimitteln und anderen feinen Chemikalien von entscheidender Bedeutung ist. Die Verbindung wird typischerweise in Reaktionen wie der Reduktion von Ketonen und Aldehyden verwendet, wo sie die Bildung von Alkoholen mit hohem enantiomerischem Überschuss erleichtern kann. Darüber hinaus wird (R)-2-Methyl-CBS-Oxazaborolidin wegen seiner Stabilität und Handhabungsfreundlichkeit geschätzt, was es zu einer beliebten Wahl in der synthetischen organischen Chemie macht. Seine Anwendungen erstrecken sich auf verschiedene Bereiche, einschließlich der medizinischen Chemie und der Materialwissenschaft, wo die Chiralität eine bedeutende Rolle in den Eigenschaften und Aktivitäten der resultierenden Verbindungen spielt.
Formel:C18H20BNO
InChl:InChI=1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m1/s1
InChI Key:InChIKey=VMKAFJQFKBASMU-QGZVFWFLSA-N
SMILES:CB1OC([C@@]2(N1CCC2)[H])(C3=CC=CC=C3)C4=CC=CC=C4
Synonyme:- (3AR)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole
- (3aR)-1-methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole
- (3aR)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole
- (R)-(+)-2-Methyl-CBS-oxazaborolindine
- (R)-1-Methyl,3,3-Diphenyl-TETRAHYDRO-PYRROLO(1,2-C)(1,3,2)oxazaborole
- (R)-1-Methyl-3,3-diphenylhexahydropyrrolo[1,2-c]-[1,3,2]oxazaborole
- (R)-3,3-Diphenyl-1-MethylTETRAHYDRO-1H,3H-PYRROLO[1,2-C][1,3,2]oxazaborole
- (R)-3,3-Diphenyl-1-MethylTETRAHYDRO-3H-PYRROLO-[1,2-C][1,3,2]oxazaborole
- (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
- (R)-5,5-Diphenyl-2-Methyl-3,4-PROPANO-1,3,2-oxazaborolidine
- (R)-Me-CBS
- Weitere Synonyme anzeigen
Sortieren nach
11 Produkte.
(R)-(+)-2-Methyl-CBS-oxazaborolidine, 1M solution in toluene
CAS:Kontrolliertes ProduktThis Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.Formel:C18H20BNOFarbe und Form:Solution, Colorless to amberMolekulargewicht:277.17(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole
CAS:Formel:C18H20BNOReinheit:98%Farbe und Form:LiquidMolekulargewicht:277.1685(R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 1mol/L in Toluene
CAS:(R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 1mol/L in TolueneReinheit:0.97Farbe und Form:SolutionMolekulargewicht:277.17g/mol(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene
CAS:(R)-2-Methyl-CBS-oxazaborolidine is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.Formel:C18H20BNOFarbe und Form:Clear colorless to pale yellow, LiquidMolekulargewicht:277.17(R) -2-Methyl-CBS-oxazaborolidine - 1M solution in Toluene
CAS:(R) -2-Methyl-CBS-oxazaborolidine is a chiral, optically pure 2-methyl-CBS oxazaborolidine. It has been used as a reagent for the stereoselective synthesis of aldehydes. The (R)-2-methyl CBS-oxazaborolidine is prepared by the reaction of the corresponding boronic acid with hydrocyanic acid in toluene. The (S)-2-methyl CBS-oxazaborolidine can be obtained from the reaction of (S)-CBS with hydrocyanic acid in toluene. A high yield of product is obtained from this reaction, and it is an efficient way to synthesize aldehydes such as maxacalcitol, which are not readily available commercially.Formel:C18H20BNOReinheit:Min. 95%Farbe und Form:Colourless To Yellow LiquidMolekulargewicht:277.17 g/molRef: 3D-FM45785
Ausgelaufenes produkt(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
CAS:Formel:C18H20BNOReinheit:>97.0%(T)Farbe und Form:White to Almost white powder to crystalMolekulargewicht:277.17CALLERY™ (R)-Methyl oxazaborolidine, 1M in toluene
CAS:(R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene [(R)-Methyloxazaborolidine] (R)-CBS CatalystFormel:C18H20BNOFarbe und Form:colorless to amber liq.Molekulargewicht:277.17(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine (ca. 1mol/L in Toluene)
CAS:Formel:C18H20BNOFarbe und Form:Colorless to Light yellow clear liquidMolekulargewicht:277.17(R)-(+)-2-Methyl-CBS-oxazaborolidine
CAS:(R)-(+)-2-Methyl-CBS-oxazaborolidine is a dpp-iv inhibitor that is a β-unsaturated ketone. It has been shown to inhibit the enzyme histone lysine demethylase, which may be involved in the regulation of bone mass. This compound also has a pharmacokinetic profile that is characterized by high oral bioavailability, low plasma protein binding, and rapid metabolism by liver enzymes. The reaction mechanism for this compound is based on the formation of an enolate carbanion. (R)-(+)-2-Methyl-CBS-oxazaborolidine can be synthesized with high stereoselectivity and yields from reactions with simple starting materials. This synthetic route also has a number of advantages over other methods: it does not require any protecting groups, it does not use toxic solvents such as dichloromethane or chloroform, and it can be performed in anhydrous conditionsFormel:C18H20BNOReinheit:Min. 95%Farbe und Form:SolidMolekulargewicht:277.17 g/mol(R)-Methyl oxazaborolidine 1M in toluene
CAS:Reinheit:95.0%Farbe und Form:Liquid, ClearMolekulargewicht:369.32000732421875(R)-(+)-2-Methyl-CBS-oxazaborolidine, 1M solution in toluene, AcroSeal™
CAS:Kontrolliertes ProduktThis Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.Formel:C18H20BNOFarbe und Form:Liquid, Colorless to amberMolekulargewicht:277.17
![(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole](/_next/image/?url=https%3A%2Fstatic.cymitquimica.com%2Fproducts%2FIN%2Fthumb%2FDA00327K.jpg&w=3840&q=75)
![(R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 1mol/L in Toluene](/_next/image/?url=https%3A%2Fstatic.cymitquimica.com%2Fproducts%2F54%2Fthumb%2FOR360007.jpg&w=3840&q=75)
