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| | (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Basic information | | Reactions |
| Product Name: | (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole | | Synonyms: | ALPHA,ALPHA-DIPHENYL-D-PROLINOL METHYLBORONIC ACID CYCL-AMIDE-ESTER;(R)-(+)-2-METHYL-CBS-OXAZABOROLIDINE;(R)-Methyloxazaborolidine,1-1.5Mintoluene[(R)-MeCBS]CoreyCatalyst;(r)-(+)-2-methyl-cbs-oxazaborolidine solution;(r)-2-methyl-cbs-oxazaborolidine, 1m soln. in toluene;α,α-diphenyl-d-prolinol methylboronic acid cycl-amide-ester;α,α-diphenyl-d-prolinolmethylboronic acid cyclamide ester;(R)-(+)-Methyl-CBS-oxazaborolidine | | CAS: | 112022-83-0 | | MF: | C18H20BNO | | MW: | 277.17 | | EINECS: | 000-000-0 | | Product Categories: | Asymmetric Synthesis;Chiral Catalysts, Ligands, and Reagents;Asymmetric Synthesis;B (Classes of Boron Compounds);B-Bromocatecholborane, etc.;Reduction;Synthetic Organic Chemistry;organic or inorganic borate | | Mol File: | 112022-83-0.mol | ![(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Structure](CAS/GIF/112022-83-0.gif) |
| | (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Chemical Properties |
| Melting point | 85-95 °C(lit.) | | Boiling point | 111 °C | | density | 0.95 g/mL at 25 °C | | refractive index | 68 ° (C=1, MeOH) | | Fp | 40 °F | | storage temp. | room temp | | solubility | soluble in Chloroform, Methanol | | pka | 1.02±0.40(Predicted) | | form | Liquid | | color | Colorless to amber | | optical activity | [α]22/D +76.8°, c = 1 in toluene | | Water Solubility | Not miscible or difficult to mix in water. | | Sensitive | Air & Moisture Sensitive | | BRN | 9059874 | | 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-QGZVFWFLSA-N | | CAS DataBase Reference | 112022-83-0(CAS DataBase Reference) |
| | (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Usage And Synthesis |
| Reactions |
- 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 | white to light yellow crystal powde | | Uses | suzuki reaction | | Uses | (R)-2-Methyl-CBS-oxazaborolidine is 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. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols. | | Uses | CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis |
| | (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole Preparation Products And Raw materials |
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