CAS 112022-83-0

(R)-2-Metil-CBS-ossazaborolidina

Descrizione:

(R)-2-Metil-CBS-ossazaborolidina è un composto organoboro chirale che funge da catalizzatore in varie reazioni di sintesi asimmetrica, in particolare nella formazione di legami carbonio-carbonio. Questo composto presenta un atomo di boro coordinato a una struttura di oxazaborolidina, che contribuisce alla sua reattività e selettività uniche nella catalisi. La presenza del gruppo metile nella posizione 2 migliora le sue proprietà steriche ed elettroniche, rendendolo efficace per reazioni enantioselettive. La sua natura chirale gli consente di favorire preferenzialmente la formazione di un enantiomero rispetto all'altro, il che è cruciale nella sintesi di prodotti farmaceutici e altri prodotti chimici fini. Il composto è tipicamente utilizzato in reazioni come la riduzione di chetoni e aldeidi, dove può facilitare la formazione di alcoli con un alto eccesso enantiomerico. Inoltre, (R)-2-Metil-CBS-ossazaborolidina è apprezzato per la sua stabilità e facilità di manipolazione, rendendolo una scelta popolare nella chimica organica sintetica. Le sue applicazioni si estendono a vari campi, inclusa la chimica medicinale e la scienza dei materiali, dove la chiralità gioca un ruolo significativo nelle proprietà e nelle attività dei composti risultanti.

Formula: 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

InChI key: InChIKey=VMKAFJQFKBASMU-QGZVFWFLSA-N

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

Sinonimi:

• (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

Formula: C₁₈H₂₀BNO

Colore e forma: Colorless to Light yellow clear liquid

Peso molecolare: 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)-

Formula: C₁₈H₂₀BNO

Colore e forma: Clear colorless to pale yellow, Liquid

Peso molecolare: 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

Formula: C₁₈H₂₀BNO

Colore e forma: colorless to amber liq.

Peso molecolare: 277.17

Ref: 08-05-1000

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

CAS: 112022-83-0

Formula: C₁₈H₂₀BNO

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 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

Formula: C₁₈H₂₀BNO

Purezza: 97%,99.5%ee

Colore e forma: brown liquid

Peso molecolare: 277.17g/mol

Ref: 54-OR360007

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

CAS: 112022-83-0

Formula: C₁₈H₂₀BNO

Purezza: >97.0%(T)

Colore e forma: White to Almost white powder to crystal

Peso molecolare: 277.17

Ref: 3B-D2130

(R)-Methyl oxazaborolidine 1M in toluene

CAS: 112022-83-0

Purezza: 95.0%

Colore e forma: Liquid, Clear

Peso molecolare: 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

Formula: C₁₈H₂₀BNO

Purezza: Min. 95%

Colore e forma: Solid

Peso molecolare: 277.17 g/mol

Ref: 3D-FM163707