88381-95-7

Basic information

• Product Name: Benzenemethanamine, N-(1-methyl-3-butenyl)-
• CAS NO: 88381-95-7
• Molecular Formula: C12H17N
• Molecular Weight: 175.274
• Mol File: 88381-95-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(1-methyl-3-butenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(1-methyl-3-butenyl)-(88381-95-7)
• EPA Substance Registry System: Benzenemethanamine, N-(1-methyl-3-butenyl)-(88381-95-7)

Safety Data

• Hazardous Substances Data: 88381-95-7(Hazardous Substances Data)

Upstream product

• 534-15-6 1,1-dimethoxyethane 
• 88381-98-0 N-(1-phenyl-3-butenyl)benzylamine 
• 34233-75-5 N-ethylidenebenzylamine 
• 106-95-6 allyl bromide 
• 622-30-0 N-benzyl hydroxylalmine 
• 20135-15-3 N-ethylidenebenzylamine N-oxide 
• 34233-75-5 N-ethylidenebenzylamine 
• 1594-94-1 allyl dimethyl boronic acid ester 

Downstream Products

• 1190108-21-4 C₁₄H₁₉NO 

Relevant articles and documents

A cascade Aza-Cope/Aza-prins cyclization leading to piperidine derivatives

The cascade aza-Cope/aza-Prins cyclization of homoallylamines to give substituted piperidines has been explored. The use of glyoxalic acid as the carbonyl component afforded bicyclic structures as a result of the internal carboxylate anion trapping the intermediate cation. The unimolecular bis-, tris-, and tetrakis(homoallylamine)s efficiently delivered the appended bis-, tris- and tetrakis(piperidine-4-ol)s (tripod and crucifix shape, respectively) as new entities. The latter compound served as an excellent ligand in the Suzuki-Miyaura cross-coupling reaction to synthesize incrustoporin. The cascade aza-Cope/aza-Prins cyclization of homoallylamines to give substituted piperidines is described. A unimolecular tetrapiperidine derivative, which resulted from this strategy, was employed as a ligand in the Suzuki-Miyaura cross-coupling reaction of an α-iodobutenolide with an arylboronic acid in an efficient synthesis of incrustoporin and its analogues.

Stereoselective synthesis of pyrrolidines and pyrrolizidines by intramolecular carbolithiation

Methods for the preparation of substituted homoallylic amines and their conversion to pyrrolidines or pyrrolizidines are described. N-Alkylation of a variety of homoallylic secondary amines with (tributylstannyl)methyl methanesulfonate and subsequent tinlithium exchange, generates organolithium species that undergo intramolecular carbolithiation (anionic cyclization). High stereoselectivities in the cyclization, particularly for the formation of 2,4-disubstituted pyrrolidines, are obtained.

Synthesis of azetidines by electrophilic selenium-induced cyclization of homoallylic benzylamines

Homoallyl benzylamines prepared by allylation of the corresponding N-benzylimines, have been subjected to a selenium-induced cyclization under various conditions. At room temperature. the 4-exo and the 5-endo modes are competitive. In acetonitrile, the azetidine has been isolated as the major cyclization product, especially for homoallylamines derived from ketimines. With an excess or selenium reagent, 3-halopyrrolidines have been obtained.