[L19412] CAS 93102-05-7 | N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine, 94%

CAS : 93102-05-7
MDL : MFCD00674005
EINECS : 000-000-0

Chemical Properties

Formula : C13H23NOSi
Formula weight : 237.42
Boiling Point : 76°/0.3mm Flash point: 66°(150°F)
Density : 0.928
Refractive Index : 1.4920
Sensitivity : Keep Cold. Moisture Sensitive. Light Sensitive. Store under Nitrogen.
Form : Liquid
Solubility : Soluble in chloroform, ethyl acetate.

Literature References

Ultrasound treatment with LiF in acetonitrile generates an azomethine ylide which undergoes 1,3-dipolar cycloaddition to olefins to give pyrrolidine derivatives in good yield: J. Org. Chem., 52, 235 (1987). Also found use in the the synthesis of 3-carboxy-1-azabicyclo[2.2.1]heptane derivatives, an important class of physiologically active compounds: J. Org. Chem., 66, 2526 (2001).

Applications

N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine forms azomethine ylides which readily undergo [3+2] cycloaddition to α,ß-unsaturated esters affording N-benzyl substituted pyrrolidines in good yields. It reacts with asymmetric 1,3-dipolar cycloadditions in the practical, large-scale synthesis of chiral pyrrolidines. It is used in the the synthesis of 3-carboxy-1-azabicyclo[2.2.1]heptane derivatives, an important class of physiologically active compounds.

Grade Specifications

GHS Hazard and Precautionary Statements

Hazard Statements : H315-H319-H335-H227Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.Combustible liquid.
Precautionary Statements : P210-P305+P351+P338-P302+P352-P321-P405-P501aKeep away from heat/sparks/open flames/hot surfaces. – No smoking.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.IF ON SKIN: Wash with plenty of soap and water.Specific treatment (see label).Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.Other References:Beilstein: 4311216