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(S)-(−)-2-Methyl-CBS-oxazaborolidine solution

ALDRICH/457701 - 1 M in toluene

Synonym: α,α-Diphenyl-L-prolinol methylboronic acid cycl-amide ester; (S)-1-Methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2c][1,3,2]oxazaborole; (S)-3,3-Diphenyl-1-methyltetrahydro-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

CAS Number: 112022-81-8
Empirical Formula (Hill Notation): C18H20BNO
Molecular Weight: 277.17
MDL Number: MFCD00078439
Linear Formula: C18H20BNO
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-457701-5ML 5 mL
 $109.00
1/EA		 Add To Favorites
45-457701-25ML 25 mL
 $379.00
1/EA		 Add To Favorites
25 mL Sure/Seal™ Packaging

 

bp 111 °C
concentration 1 M in toluene
density 0.929 g/mL at 25 °C
functional group phenyl
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
Quality Level 100 
SMILES string CB1OC([C@@H]2CCCN12)(c3ccccc3)c4ccccc4
storage temp. room temp
Application: (S)-(-)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the multi-step synthesis of (-)-diospongin A.
It may also be used in the preparation of:
• (1S)-2-azido-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol
• (R)-α-deuteriobenzyl alcohol
• (R)-2-(1-hydroxyethyl)benzo[b]thiophene
Application: CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis 
Application: Catalyst employed in an enantioselective synthesis of (S)-2-amino-1-phenylethanol.
Application: Excellent catalyst for asymmetric reductions.
Application: 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.
Other Notes: 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.
Packaging: 25 mL in Sure/Seal™
Packaging: 5 mL in glass bottle
bp 111 °C
Density 0.929 g/mL at 25 °C
Storage Temp. room temp
UNSPSC 12352005

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