| Identification | Back Directory | [Name]
(2S,2'S)-(-)-2-HYDROXYMETHYL-1-[(1-METHYLPYRROLIDIN-2-YL)-METHYL]-PYRROLIDINE | [CAS]
66283-23-6 | [Synonyms]
(2S,2''S)-(-)-2-HYDROXYMETHYL-1-[(1-METHY 2-hydroxymethyl-(1-methylpyrrolidin-2ylmethyl)pyrrolidine (-)-2-HYDROXYMETHYL-(1-METHYLPYRROLIDIN- 2-YLME)PYRROLIDINE (2S,2S)-1-(1-Methyl-2-pyrrolidinylmethyl)pyrrolidine-2-methanol 2-PyrrolidineMethanol,1-[[(2S)-1-Methyl-2-pyrrolidinyl]Methyl]-, (2S)- (2S,2'S)-(-)-2-HYDROXYMETHYL-1-[(1-METHYLPYRROLIDIN-2-YL)-METHYL]-PYRROLIDINE (2S,2'S)-(-)-2-HYDROXYMETHYL-1-[(1-METHYLPYRROLIDINE-2-YL)-METHYL]-PYRROLIDINE | [Molecular Formula]
C11H22N2O | [MDL Number]
MFCD00040527 | [MOL File]
66283-23-6.mol | [Molecular Weight]
198.31 |
| Chemical Properties | Back Directory | [alpha ]
[α]28D -130° (c 0.36, EtOH) | [Boiling point ]
275-277 °C | [density ]
1.034±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [refractive index ]
n20/D 1.494 | [solubility ]
sol hexane, toluene, Me2O, Et2O, n-Pr2O, THF, dimethoxymethane. | [pka]
14.773±0.10(predicted) |
| Hazard Information | Back Directory | [Uses]
(2S,2′S)-2-Hydroxymethyl-1-[(1-methylpyrrolidin-2-yl)methyl]pyrrolidine is a chiral ligand for alkyllithium, dialkylmagnesium, alkynyllithium, and functionalized organolithiums in
the enantioselective addition to aldehydes; accelerates the basicity of alkyllithiums; catalyzes the addition
of dialkylzinc to aldehyde. | [Preparation]
Preparative Method of (2S,2′S)-2-Hydroxymethyl-1-[(1-methylpyrrolidin-2-yl)methyl]pyrrolidine: reduction of N-[N(-benzyloxycarbonyl)prolyl]proline methyl ester with Lithium
Aluminum Hydride affords the title reagent in 81% yield. |
|
|