(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol

Bezeichnung:(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol

CAS-Nr112068-01-6

Englisch Name:(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol

CBNumberCB5178203

SummenformelC17H19NO

Molgewicht253.34

MOL-Datei112068-01-6.mol

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol physikalisch-chemischer Eigenschaften

Schmelzpunkt	77-80 °C(lit.)
alpha	-59 º (c=3, methanol 25 ºC)
Siedepunkt	396.54°C (rough estimate)
Dichte	1.0078 (rough estimate)
Brechungsindex	-66.5 ° (C=3, CHCl3)
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	Soluble in chloroform.
Aggregatzustand	powder
pka	13.15±0.29(Predicted)
Farbe	white to off white ., crystal
Optische Aktivität	[α]20/D 67°, c = 3 in chloroform
Merck	14,155
BRN	17103
InChIKey	OGCGXUGBDJGFFY-INIZCTEOSA-N
CAS Datenbank	112068-01-6(CAS DataBase Reference)
NIST chemische Informationen	S-(-)-1,1-diphenylprolinol(112068-01-6)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-37/39-24/25-36
WGK Germany	3
F	10-34
TSCA	No
HS Code	29339900

Gefahreninformationscode (GHS)

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white to beige crystals or crystalline powder
Verwenden
suzuki reaction
Verwenden
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.
synthetische
Into a four-necked flask, add tetrahydrofuran, L-proline methyl ester hydrochloride, and phenyl magnesium chloride （dissolved in tetrahydrofuran) solution was added dropwise from a constant pressure dropping funnel, and the addition was completed in about 4 hours, and then stirred at 10-15°C for 3 hours. Add water, adjust the pH to 5-6 with 10% ammonium chloride aqueous solution, extract with dichloromethane, extract the aqueous layer twice with dichloromethane each time, and obtain the organic phase. Wash once with saturated sodium chloride aqueous solution. The organic phase was dried with anhydrous sodium sulfate for 4 hours and filtered. The obtained organic phase was distilled under reduced pressure to distill dichloromethane and tetrahydrofuran to obtain light yellow oily (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol, yield 86.6%.
Application
(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.
Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.
Allgemeine Beschreibung
(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol is a bifunctional organocatalyst.

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Upstream-Materialien And Downstream Produkte

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

112068-01-6, (S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Verwandte Suche:

Send Inquriy