457698

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

1 M in toluene

• Synonim(y): α,α-Diphenyl-D-prolinolmethylboronic acid cyclamide ester, (R)-1-Methyl,3,3-diphenyl-tetrahydro-pyrrolo(1,2-c)(1,3,2)oxazaborole, (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole
• Wzór empiryczny (zapis Hilla): C₁₈H₂₀BNO
• Numer CAS: 112022-83-0
• Masa cząsteczkowa: 277.17
• NACRES: NA.22
• PubChem Substance ID: 24869385
• UNSPSC Code: 12352005
• MDL number: MFCD00078440

Właściwości

• Quality Segment: 200
• concentration: 1 M in toluene
• bp: 111 °C
• density: 0.95 g/mL at 25 °C
• functional group: phenyl
• storage temp.: room temp
• SMILES string: [H][C@]12CCCN1B(C)OC2(c3ccccc3)c4ccccc4
• 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: VMKAFJQFKBASMU-QGZVFWFLSA-N

Opis

Application

(R)-(+)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the asymmetric borane reduction of perfluoroalkyl ketones.
It may also be used in the preparation of:

• (-)-diospongin B
• (1R)-2-azido-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol
• (S)-α-deuteriobenzyl alcohol
• (3S,4R,5S)-1-(trimethylsilyl)-4,5-epoxyhex-1-yn-3-ol

The CBS (Corey-Bakshi-Shibata) oxazaborolidine catalyst has been 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.
Used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone.

CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis

Excellent catalyst of asymmetric reductions.

Physical form

Precipitate may form in storage, but does not affect product quality. Gently heat product to 80−90 °C under an inert atmosphere to redissolve solids.

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Informacja o środkach bezpieczeństwa

• pictograms: GHS02,GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H304,H315,H318,H336,H361d,H373,H412
• pcodes: P210 - P273 - P280 - P301 + P310 - P305 + P351 + P338 - P331
• Hazard Classifications: Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3
• target_organs: Central nervous system
• Klasa składowania: 3 - Flammable liquids
• wgk: WGK 3
• flash_point_f: 39.2 °F - closed cup
• flash_point_c: 4 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter