CAS 112022-83-0

(R)-2-Metil-CBS-oxazaborolidina

Descrição:

(R)-2-Metil-CBS-oxazaborolidina é um composto organoboro quiral que serve como catalisador em várias reações de síntese assimétrica, particularmente na formação de ligações carbono-carbono. Este composto apresenta um átomo de boro coordenado a uma estrutura de oxazaborolidina, que contribui para sua reatividade e seletividade únicas na catálise. A presença do grupo metila na posição 2 melhora suas propriedades estéricas e eletrônicas, tornando-o eficaz para reações enantiosseletivas. Sua natureza quiral permite que ele favoreça preferencialmente a formação de um enantiômero em detrimento do outro, o que é crucial na síntese de produtos farmacêuticos e outros produtos químicos finos. O composto é tipicamente utilizado em reações como a redução de cetonas e aldeídos, onde pode facilitar a formação de álcoois com alto excesso enantiomérico. Além disso, (R)-2-Metil-CBS-oxazaborolidina é valorizado por sua estabilidade e facilidade de manuseio, tornando-o uma escolha popular na química orgânica sintética. Suas aplicações se estendem a vários campos, incluindo química medicinal e ciência dos materiais, onde a quiralidade desempenha um papel significativo nas propriedades e atividades dos compostos 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

Chave 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)-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

Cor e Forma: 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

Cor e Forma: 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%

Cor e Forma: 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

Cor e Forma: brown liquid

Peso molecular: 277.17g/mol

Ref: 54-OR360007

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

CAS: 112022-83-0

Fórmula: C₁₈H₂₀BNO

Cor e Forma: Colorless to Light yellow clear liquid

Peso molecular: 277.17

Ref: 3B-D5911

(R)-(+)-2-Methyl-CBS-oxazaborolidine (1 M in Toluene)

Produto Controlado

CAS: 112022-83-0

Fórmula: C₁₈H₂₀BNO

Cor e Forma: Single Solution

Peso molecular: 277.17

Ref: TR-M295200

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

CAS: 112022-83-0

Fórmula: C₁₈H₂₀BNO

Pureza: >97.0%(T)

Cor e Forma: White to Almost white powder to crystal

Peso molecular: 277.17

Ref: 3B-D2130

(R)-Methyl oxazaborolidine 1M in toluene

CAS: 112022-83-0

Fórmula: C₂₅H₂₈BNO

Pureza: 95.0%

Cor e Forma: Liquid, Clear

Peso molecular: 369.32

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%

Cor e Forma: Solid

Peso molecular: 277.17 g/mol

Ref: 3D-FM163707