674656

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

1 M in THF

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₁₈H₂₀BNO
• CAS Number: 112022-83-0
• Molecular Weight: 277.17
• MDL number: MFCD00078440
• UNSPSC Code: 12352005
• PubChem Substance ID: 24885228
• NACRES: NA.22

Properties

• optical activity: [α]22/D +76.8°, c = 1 in toluene
• concentration: 1 M in THF
• refractive index: n20/D 1.4602
• density: 0.942 g/mL at 25 °C
• 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

Description

Application

CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis

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.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H302,H318,H335,H336,H351
• Precautionary Statements: P202 - P210 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3
• Target Organs: Central nervous system, Respiratory system
• Supplementary Hazards: EUH019
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 1.4 °F - closed cup
• Flash Point(C): -17 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves