N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine, 94%, Thermo Scientific Chemicals

Description

N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine forms azomethine ylides which readily undergo [3+2] cycloaddition to α,β-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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Soluble in chloroform, ethyl acetate.

Notes
Moisture & Light Sensitive. Store away from oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 93102-05-7
• Molecular Formula: C13H23NOSi
• Molecular Weight (g/mol): 237.418
• MDL Number: MFCD00674005
• InChI Key: RPZAAFUKDPKTKP-UHFFFAOYSA-N
• Synonym: n-methoxymethyl-n-trimethylsilylmethyl benzylamine, n-benzyl-1-methoxy-n-trimethylsilyl methyl methanamine, benzyl methoxymethyl trimethylsilyl methyl amine, benzyl-methoxymethyl-trimethylsilanylmethyl-amine, n-benzyl-n-methoxymethyl-n-trimethylsilylmethylamine, n-benzyl-n-methoxymethyl trimethylsilylmethylamine, n-methoxymethyl phenyl-n-trimethylsilyl methyl methanamine, n-methoxymethyl-n-trimethylsilyl methyl phenyl, n-methoxymethyl-n-trimethylsilylmethyl-benzylamine
• PubChem CID: 353442
• IUPAC Name: N-(methoxymethyl)-1-phenyl-N-(trimethylsilylmethyl)methanamine
• SMILES: COCN(CC1=CC=CC=C1)C[Si](C)(C)C

• Density: 0.928
• Boiling Point: 76°C (0.3 mmHg)
• Flash Point: 66°C (150°F)
• Refractive Index: 1.492
• Quantity: 5 g
• Beilstein: 4311216
• Sensitivity: Light and moisture sensitive
• Solubility Information: Soluble in chloroform,ethyl acetate.
• Formula Weight: 237.42
• Percent Purity: 94%
• Chemical Name or Material: N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine

RUO – Research Use Only