CAS 112022-83-0

(R)-2-Metil-CBS-oxazaborolidina

Descripción:

(R)-2-Metil-CBS-oxazaborolidina es un compuesto organoboro quiral que sirve como catalizador en varias reacciones de síntesis asimétrica, particularmente en la formación de enlaces carbono-carbono. Este compuesto presenta un átomo de boro coordinado a un marco de oxazaborolidina, lo que contribuye a su reactividad y selectividad únicas en catálisis. La presencia del grupo metilo en la posición 2 mejora sus propiedades estéricas y electrónicas, haciéndolo efectivo para reacciones enantioselectivas. Su naturaleza quiral le permite favorecer preferentemente la formación de un enantiómero sobre otro, lo cual es crucial en la síntesis de productos farmacéuticos y otros productos químicos finos. El compuesto se utiliza típicamente en reacciones como la reducción de cetonas y aldehídos, donde puede facilitar la formación de alcoholes con un alto exceso enantiómero. Además, (R)-2-Metil-CBS-oxazaborolidina es valorado por su estabilidad y facilidad de manejo, lo que lo convierte en una opción popular en la química orgánica sintética. Sus aplicaciones se extienden a varios campos, incluida la química medicinal y la ciencia de materiales, donde la quiralidad juega un papel significativo en las propiedades y actividades de los compuestos resultantes.

Fórmula: C₁₈H₂₀BNO

InChI: 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

Clave InChI: InChIKey=VMKAFJQFKBASMU-QGZVFWFLSA-N

SMILES: CB1OC([C@@]2(N1CCC2)[H])(C3=CC=CC=C3)C4=CC=CC=C4

Sinónimos:

• (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
• (R)-Me-Corey-Bakshi-Shibata reagent
• (R)-Methyl oxazaborolidine
• (R)-Methyl-CBS
• (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole
• (R-Methyl-Corey-Bakshi-Shibata catalyst
• 1H,3H-Pyrrolo[1,2-c][1,3,2]oxazaborole, tetrahydro-1-methyl-3,3-diphenyl-, (3aR)-
• 1H,3H-Pyrrolo[1,2-c][1,3,2]oxazaborole, tetrahydro-1-methyl-3,3-diphenyl-, (R)-
• ALPHA,ALPHA-Diphenyl-D-PROLINOL METHYLBORONIC ACID CYCL-AMIDE-ESTER

(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine (ca. 1mol/L in Toluene)

CAS: 112022-83-0

Fórmula: C₁₈H₂₀BNO

Forma y color: Colorless to Light yellow clear liquid

Peso molecular: 277.17

Ref: 3B-D5911

(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene

CAS: 112022-83-0

(R)-2-Methyl-CBS-oxazaborolidine is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of -hydroxy acids, -amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. It is also used in a desymmetrizing reduction leading to (S)-

Fórmula: C₁₈H₂₀BNO

Forma y color: Clear colorless to pale yellow, Liquid

Peso molecular: 277.17

Ref: 02-L14582

CALLERY™ (R)-Methyl oxazaborolidine, 1M in toluene

CAS: 112022-83-0

(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 Catalyst

Fórmula: C₁₈H₂₀BNO

Forma y color: colorless to amber liq.

Peso molecular: 277.17

Ref: 08-05-1000

(R)-1-methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole

CAS: 112022-83-0

Fórmula: C₁₈H₂₀BNO

Pureza: 98%

Forma y color: Solid

Peso molecular: 277.1685

Ref: IN-DA00327K

(R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole

CAS: 112022-83-0

(R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole

Fórmula: C₁₈H₂₀BNO

Pureza: 97%,99.5%ee

Forma y color: brown liquid

Peso molecular: 277.17g/mol

Ref: 54-OR360007

(R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine

CAS: 112022-83-0

Fórmula: C₁₈H₂₀BNO

Pureza: >97.0%(T)

Forma y color: White to Almost white powder to crystal

Peso molecular: 277.17

Ref: 3B-D2130

(R)-Methyl oxazaborolidine 1M in toluene

CAS: 112022-83-0

Pureza: 95.0%

Forma y color: Liquid, Clear

Peso molecular: 369.32000732421875

Ref: 10-F043435

(R)-(+)-2-Methyl-CBS-oxazaborolidine

CAS: 112022-83-0

(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 conditions

Fórmula: C₁₈H₂₀BNO

Pureza: Min. 95%

Forma y color: Solid

Peso molecular: 277.17 g/mol

Ref: 3D-FM163707