368199

(S)-(−)-α,α-Diphenyl-2-pyrrolidinmethanol

99%

• Synonym(e): (S)-(−)-2-(Diphenylhydroxymethyl)-pyrrolidin, α,α-Diphenyl-L-prolinol
• Empirische Formel (Hill-System): C₁₇H₁₉NO
• CAS-Nummer: 112068-01-6
• Molekulargewicht: 253.34
• MDL-Nummer: MFCD00075506
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24862899
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 99%
• Form: solid
• Optische Aktivität: [α]20/D −67°, c = 3 in chloroform
• mp (Schmelzpunkt): 77-80 °C (lit.)
• Funktionelle Gruppe: hydroxyl; phenyl
• SMILES String: OC([C@@H]1CCCN1)(c2ccccc2)c3ccccc3
• InChI: 1S/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m0/s1
• InChIKey: OGCGXUGBDJGFFY-INIZCTEOSA-N

Beschreibung

Allgemeine Beschreibung

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is a bifunctional organocatalyst.

Anwendung

Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol (DPPM) may be used in the following processes:

• DPPM reacts with catecholborane to form a spiroborate ester, which can be an efficient catalyst for the synthesis of enantiopure alcohols by borane reduction of acetophenone.
• The catalyst generated in situ by reacting DPPM with borane-diethylaniline, can efficiently catalyze the enantioselective reduction of 2′-fluoroacetophenone.
• Mesoporous SBA-15 silica functionalized with DPPM can catalyze the addition of diethylzinc to benzaldehyde to form (S)-1-phenyl-propanol.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves