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| | (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Basic information | | Reaction |
| Product Name: | (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole | | Synonyms: | (S)-1-METHYL-3,3-DIPHENYL-TETRAHYDRO-PYRROLO[1,2C][1,3,2]OXAZABOROLE;α,α-diphenyl-l-prolinol methylboronic acid cycl-amide-ester;(S)-(+)-Methyl-CBS-oxazaborolidine;(S)-5,5-DIPHENYL-2-METHYL-3,4-PROPANO-1,3,2-OXAZABOROLIDINE 98+%;(S)-METHYL-CBS-OXAZABOROLIDINE,1M SOLN.IN TOLUENE;(S)-Methyl oxazaborolidine, in toluene, 1M solution;(S)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-3H-P YRROLO-OXAZABOROLE;(S)-2-METHYL-CBS-OXAZABOROLIDINE, 1M SOL UTION IN TOLUENE | | CAS: | 112022-81-8 | | MF: | C18H20BNO | | MW: | 277.17 | | EINECS: | 601-150-5 | | Product Categories: | organic or inorganic borate;API intermediates;Asymmetric Synthesis;B (Classes of Boron Compounds);B-Bromocatecholborane, etc.;Synthetic Organic Chemistry;Asymmetric Synthesis;Chiral Catalysts, Ligands, and Reagents;Reduction | | Mol File: | 112022-81-8.mol | ![(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Structure](CAS/GIF/112022-81-8.gif) |
| | (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Chemical Properties |
| Melting point | 115-117°C | | Boiling point | 111 °C | | density | 0.93 g/mL at 20 °C(lit.) | | refractive index | -68 ° (C=1, MeOH) | | Fp | 40 °F | | storage temp. | room temp | | pka | 1.02±0.40(Predicted) | | form | Liquid | | color | Colorless to amber | | Water Solubility | Hydrolyzes in water. | | Sensitive | Air & Moisture Sensitive | | BRN | 8492123 | | Exposure limits | ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3) | | InChIKey | VMKAFJQFKBASMU-KRWDZBQOSA-N | | CAS DataBase Reference | 112022-81-8(CAS DataBase Reference) |
| | (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Usage And Synthesis |
| Reaction |
- Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.
- Asymmetric synthesis of α-chiral hydroxyalkylphosphines via a catalytic, enantioselective reduction of acylphosphines.
- Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes.
- Enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS.
| | Chemical Properties | Colorless to yellow liquid | | Uses | (S)-2-Methyl-CBS-oxazaborolidine is used as an oxazaborolidine catalyst. It is also employed 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. It is an anhydrous catalyst for 'CBS' reduction reaction. | | Uses | suzuki reaction |
| | (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Preparation Products And Raw materials |
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