232734

R-Alpine-Borane^® solution

0.5 M in THF

• Sinónimos: B-Isopinocampheyl-9-borabicyclo[3.3.1]nonane solution
• Fórmula empírica (notación de Hill): C₁₈H₃₁B
• Número de CAS: 73624-47-2
• Peso molecular: 258.25
• MDL number: MFCD00074776
• UNSPSC Code: 12352005
• PubChem Substance ID: 24853817
• NACRES: NA.22

Propiedades

• form: liquid
• optical activity: [α]20/D −3.0°, neat
• concentration: 0.5 M in THF
• density: 0.896 g/mL at 25 °C
• SMILES string: C[C@H]1[C@@H](C[C@@H]2C[C@H]1C2(C)C)B3[C@@H]4CCC[C@H]3CCC4
• 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

Descripción

General description

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

Application

R- and S-Alpine-Boranes are used for asymmetric reduction of aldehydes and prochiral ketones.

R-Alpine-Borane^® solution may be used to prepare:

• (R)-5-(Benzyloxy)pent-3-y-2-ol, an intermediate for the stereoselective total synthesis of (-)-stagonolide D.
• (R)-1-(p-Tolyl)-1-pentyn-3-ol, an intermediate for the enatioselective synthesis of (R)-incrustoporin.
• N-(tert-Butyloxycarbonyl)-(4S)-[4-²H]-1-L-homoserine tert-butyl ester, an intermediate for synthesizing (4S)-[4-²H]-L-homoserine.

Legal Information

Alpine-Borane is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• pictograms: GHS02,GHS08,GHS07
• signalword: Danger
• hcodes: H225,H302,H315,H319,H335,H336,H351
• pcodes: P202 - P210 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Central nervous system, Respiratory system
• supp_hazards: EUH019
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 1.4 °F
• flash_point_c: -17 °C