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

ALDRICH/457698 - 1 M in toluene

Synonym: 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

CAS Number: 112022-83-0
Empirical Formula (Hill Notation): C₁₈H₂₀BNO
Molecular Weight: 277.17
MDL Number: MFCD00078440
Linear Formula: C₁₈H₂₀BNO
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-457698-5ML	5 mL	$121.00 1/EA	Add To Favorites
45-457698-25ML	25 mL	$448.00 1/EA	Add To Favorites

25 mL Sure/Seal™ Packaging

Properties
Descriptions
Safety Info.
Basic Data

bp	111 °C
concentration	1 M in toluene
density	0.95 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-/m1/s1
InChI key	VMKAFJQFKBASMU-QGZVFWFLSA-N
Quality Level	200
SMILES string	[H][C@]12CCCN1B(C)OC2(c3ccccc3)c4ccccc4
storage temp.	room temp

Application:	(R)-(+)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the asymmetric borane reduction of perfluoroalkyl ketones. It may also be used in the preparation of: • (-)-diospongin B • (1R)-2-azido-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol • (S)-α-deuteriobenzyl alcohol • (3S,4R,5S)-1-(trimethylsilyl)-4,5-epoxyhex-1-yn-3-ol
Application:	CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis
Application:	Excellent catalyst of 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. Used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone.
Packaging:	25 mL in Sure/Seal™
Packaging:	5 mL in glass bottle
Physical form:	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.

Symbol	GHS02,GHS07,GHS08
Signal word	Danger
Hazard statements	H225 - H304 - H315 - H336 - H361d - H373 - H412
Precautionary statements	P201 - P210 - P273 - P301 + P310 + P331 - P302 + P352 - P308 + P313
Hazard Codes	F,Xn
Risk Statements	63-11-38-48/20-65-67
Safety Statements	16-36/37-62
RIDADR	UN1294 - class 3 - PG 2 - Toluene, solution
WGK Germany	WGK 3
Flash Point(F)	39.2 °F - closed cup
Flash Point(C)	4 °C - closed cup

bp	111 °C
Density	0.95 g/mL at 25 °C
Storage Temp.	room temp
UNSPSC	12352005

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