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384216 Aldrich

tert-Butoxy bis(dimethylamino)methane

Synonym: Bredereck’s reagent

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Properties

Related Categories Building Blocks, Chemical Synthesis, Nitrogen Compounds, Organic Building Blocks, Polyamines More...
InChI Key   HXRAMSFGUAOAJR-UHFFFAOYSA-N
refractive index   n20/D 1.422(lit.)
bp   50-55 °C/15 mmHg(lit.)
density   0.844 g/mL at 25 °C(lit.)

Description

Packaging

1, 10 g in glass bottle

Application

tert-Butoxy bis(dimethylamino)methane (Bredereck′s reagent) may be used in the following studies:
• Enamination of active methylene and methyl groups.
• As condensation reagent in the synthesis of benz[c,d]indoles.
• Preparation of methyl and ethyl 3-dimethylamino-2-(indol-3-yl)propenoate.
• Synthesis of the macrolide natural product (-)-gloeosporone.
• Preparation of new bioactive naphthyridine alkaloids lophocladine A and B.
• Preparation of (E/Z)-ethyl 6,7-dichloro-3-[1-cyano-2-(dimethylamino)vinyl]-1-methyl-1H-indole-2-carboxylate.
• Preparation of (E)-ethyl 3-(dimethylamino)-2-(1H-indol-3-yl)acrylate.
• α-Enamination of ketones and esters.

Reactant for:
• Preparation of pyrroloquinazolines as photochemotherapeutic agents
• Enanatioslective formal synthesis of the Cinchona alkaloid quinine via stereoselective intermolecular radical addition
• Synthesis of camptothecin via intramolecular isomuenchnone cycloaddition reaction
• Aminomethylenation reactions

Price and Availability

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
3
Flash Point(F) 
105.8 °F
Flash Point(C) 
41 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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