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417203 Sigma-Aldrich

R-Alpine-Borane®

97%

Synonym: B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Reduction
Quality Level   100
assay   97%
optical activity   [α]21/D -22°, c = 12 in THF
bp   >55 °C (lit.)
density   0.947 g/mL at 25 °C (lit.)
SMILES string   C[C@H]1[C@@H](CC2CC1C2(C)C)B3C4CCCC3CCC4
InChI   1S/C18H31B/c1-12-16-10-13(18(16,2)3)11-17(12)19-14-6-4-7-15(19)9-5-8-14/h12-17H,4-11H2,1-3H3/t12-,13+,14-,15+,16-,17-/m1/s1
InChI key   VCDGSBJCRYTLNU-PHPOFCCKSA-N

Description

General description

R-Alpine-Borane® is a chiral reducing agent, synthesized from (+)-α-pinene via hydroboration.

Application

R-Alpine-Borane® may be used in the preparation of (22R)-hydroxy-23-acetylenic steroids with high stereoselectivity.

Reagent for the asymmetric reduction of a variety of prochiral ketones.

Packaging

25 mL in Sure/Seal™

Legal Information

Alpine-Borane is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2845 4.2
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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