670197
(S)-2-(Methoxydiphenylmethyl)pyrrolidine
95% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C18H21NO
CAS Number:
Molecular Weight:
267.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Quality Level
assay
95% (HPLC)
optical purity
ee: ≥99.5% (HPLC)
functional group
ether, phenyl
storage temp.
2-8°C
SMILES string
COC([C@@H]1CCCN1)(c2ccccc2)c3ccccc3
InChI
1S/C18H21NO/c1-20-18(17-13-8-14-19-17,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17,19H,8,13-14H2,1H3/t17-/m0/s1
InChI key
CGUGCZSRPDCLBT-KRWDZBQOSA-N
Application
(S)-2-(Methoxydiphenylmethyl)pyrrolidine is a diphenylprolinol methyl ether, which can be used as a catalyst to synthesize:
- Enantioselective ketones via intermolecular asymmetric Michael addition of aldehydes to nonactivated enones.
- Stereoselective chiral bipyrazolidin-3-one derivatives by dipolar cycloaddition reaction of azomethine imines with α, β-unsaturated aldehydes.
- Enantioenriched spiro nitrogen heterocycles via asymmetric nucleophilic epoxidation of α-ylideneoxindole esters.
- Optically active secondary alcohols by asymmetric addition of Et2Zn to various aldehydes.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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Noncovalent organocatalysis: A powerful tool for the nucleophilic epoxidation of α-ylideneoxindoles
Palumbo C, et al.
Organic Letters, 13(23), 6248-6251 (2011)
Diphenylprolinol methyl ether: a highly enantioselective catalyst for Michael addition of aldehydes to simple enones
Chi Y and Gellman SH
Organic Letters, 7(19), 4253-4256 (2005)
Chiral pyrrolidine derivatives as catalysts in the enantioselective addition of diethylzinc to aldehydes
Yang X, et al.
Tetrahedron Asymmetry, 10(1), 133-138 (1999)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 670197-500MG | 04061838136275 |
| 670197-100MG | 04061838136268 |