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670197

Sigma-Aldrich

(S)-2-(Methoxydiphenylmethyl)pyrrolidine

95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C18H21NO
CAS Number:
Molecular Weight:
267.37
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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