308266-11-7

Basic information

• Product Name: 1-(benzyloxymethyl)-1-(dibenzylamino)cyclopropane
• Synonyms: 1-(benzyloxymethyl)-1-(dibenzylamino)cyclopropane
• CAS NO: 308266-11-7
• Molecular Weight: 357.495
• Mol File: 308266-11-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 466.8±25.0 °C(Predicted)
• Density: 1.12±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1-(benzyloxymethyl)-1-(dibenzylamino)cyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(benzyloxymethyl)-1-(dibenzylamino)cyclopropane(308266-11-7)
• EPA Substance Registry System: 1-(benzyloxymethyl)-1-(dibenzylamino)cyclopropane(308266-11-7)

Safety Data

• Hazardous Substances Data: 308266-11-7(Hazardous Substances Data)

Usage

Type of compound

Cyclopropane derivative

Structural features

Contains a benzyloxymethyl group
Contains a dibenzylamino group

Potential applications

Organic synthesis
Pharmaceutical research

Use

Building block in the synthesis of complex organic molecules and potential drug candidates

Structural value

Presence of both benzyl and cyclopropane moieties

Safety precautions

Proper handling and safety precautions should be observed when working with 1-(benzyloxymethyl)-1-(dibenzylamino)cyclopropane

Upstream product

• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 308266-24-2 (N-tert-butoxycarbonyl)-1-(benzyloxymethyl)cyclopropylamine 
• 115652-52-3 1-amino-1-(hydroxymethyl)cyclopropane hydrochloride 

Relevant articles and documents

Cyclopropyl building blocks for organic synthesis, 58(+): A new short access to amino acids incorporating an aminocyclopropyl moiety from N,N-dibenzylcarboxamides

Our recently reported titanium-mediated transformation of N,N-dialkylcarboxamides to cyclopropylamines has been applied to N,N-dibenzyl-2-benzyloxyacetamide using a variety of alkylmagnesium bromides to yield 1-(benzyloxymethyl)-1-(dibenzylamino)cyclopropane (15a, 48percent) and 2-substituted analogs 15b-f (33-48percent). These have been transformed in just a few steps into N-Boc-protected methyl esters of 1-aminocyclopropanecarboxylic acid (1, 29percent overall), coronamic acid (2, 35percent) and norcoronamic acid (21percent), 2,3-methanoglutamic acid (21g, 19percent) and 2,3-methanoornithine (211, 12percent). Similarly, the corresponding derivatives of 3,4-methano-γ-aminobutyric acid (26, 23percent) and 4-spirocyclopropane-γ-butyrolactam (32, 44percent) have been synthesized.