Description

(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole (CAS: 112022-81-8) is a highly specialized organoboron compound with the molecular formula C₁₈H₂₀BNO. This chiral oxazaborolidine derivative is widely recognized in asymmetric synthesis as a powerful catalyst, particularly for enantioselective reductions. Its rigid bicyclic structure and boron-nitrogen coordination enhance reactivity and selectivity, making it indispensable for pharmaceutical and fine chemical applications. Available in various formulations, including solutions in toluene, this compound is characterized by high purity (≥95%) and exceptional stereocontrol. Store under inert conditions to maintain stability.

Properties

• CAS Number: 112022-81-8
• Complexity: 344
• IUPAC Name: (3aS)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole
• 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-/m0/s1
• InChI Key: VMKAFJQFKBASMU-KRWDZBQOSA-N
• Exact Mass: 277.1637944
• Molecular Formula: C18H20BNO
• Molecular Weight: 277.2
• SMILES: B1(N2CCC[C@H]2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C
• Topological: 12.5
• Monoisotopic Mass: 277.1637944
• Synonyms: (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole, (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole, 601-150-5, 112022-81-8, (S)-2-Methyl-CBS-oxazaborolidine, (S)-(-)-2-Methyl-CBS-oxazaborolidine, (S)-1-Methyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole, (S)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, (S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine, (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole, (3aS)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole, S-(-)-2-Methyl-CBS-oxazaborolidine, (S)-2-Methyl-CBS-oxazaborolidine (1 M in Toluene), (S)-3,3-Diphenyl-1-methyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole, MFCD00078439, C18H20BNO, (S)-Me-CBS, (S)-Methyl-CBS-oxazaborolidine, (S)-tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo(1,2-c)(1,3,2)oxazaborole, (S)-3,3-Diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, (S)-Me-CBS Catalyst, (S)-METHYL-CBS, (S)-1-Methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2c][1,3,2]oxazaborole, SCHEMBL263582, (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole, 1-Methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole #, DTXSID60370458, (S)-2-methyl-CBS oxazaborolidine, BCP11653, AKOS015840981, AC-9535, DS-3373, (S)-(-)-2-methyl-CBS- oxazaborolidine, D2131, D5912, F11434, EN300-7396289, (S)-(-)-2-Methyl-CBS-oxazaborolidine, >=95%, (S)-2-METHYL-CBS-OXAZABOROLIDINE MONOHYDRATE, a,a-Diphenyl-L-prolinol methylboronic acid cycl-amide ester, (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2] oxazaborole, (S)-1-methyl-3,3-diphenylhexahydropyrrolo-[1,2-c][1,3,2]oxazaborole, (3aS)-1-Methyl-3,3-diphenyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, (3AS)-1-METHYL-3,3-DIPHENYLTETRAHYDRO-3H-PYRROLO[1,2-C][1,3,2]OXAZABOROLE, (3as)-tetrahydro-1-methyl-3,3-diphenyl-3h-pyrrolo[1,2-c][1,3,2]oxazaborole, (S)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole, (S)-3,3-diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c] [1,3,2] oxazaborol, (S)-3,3-diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2] oxazaborol, (S)-3,3-Diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole 1M in toluene, (S)-3,3-diphenyl-1-methyltetrahydro-1H,3H-pyrrolo[1,2-c]1,3,2 oxazaborol, (S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine (ca. 1mol/L in Toluene), (S)-tetrahydro-1-methyl-3,3-diphenyl-1 H,3 H-pyrrolo[1,2-c][1,3,2] oxazaborole, (S)-tetrahydro-1-methyl-3,3-diphenyl-1 H,3H-pyrrolo[1,2-c]-[1,3,2]oxazaborole, (S)-tetrahydro-1-methyl-3,3-diphenyl-1H ,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, (S)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene

This compound is primarily used as a chiral catalyst in asymmetric reduction reactions, such as the Corey-Bakshi-Shibata (CBS) reduction of prochiral ketones to enantiomerically enriched alcohols. It is particularly effective for synthesizing pharmaceutical intermediates and agrochemicals requiring high enantiomeric purity. The catalyst is compatible with borane-based reducing agents and operates under mild conditions. Applications extend to academic research and industrial-scale production of optically active compounds.

Safety and Hazards

GHS Hazard Statements

• H302 (71.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (29.3%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (71.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (26%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (26.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (71.3%)
• Skin Irrit. 2 (29.3%)
• Eye Dam. 1 (71.3%)
• Eye Irrit. 2 (26%)
• STOT SE 3 (26.7%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.