202926-02-1

Basic information

• Product Name: tert-butyl (R)-pent-4-en-1-yl(1-phenylethyl)carbamate
• Synonyms: tert-butyl (R)-pent-4-en-1-yl(1-phenylethyl)carbamate
• CAS NO: 202926-02-1
• Molecular Weight: 289.418
• Mol File: 202926-02-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: tert-butyl (R)-pent-4-en-1-yl(1-phenylethyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (R)-pent-4-en-1-yl(1-phenylethyl)carbamate(202926-02-1)
• EPA Substance Registry System: tert-butyl (R)-pent-4-en-1-yl(1-phenylethyl)carbamate(202926-02-1)

Safety Data

• Hazardous Substances Data: 202926-02-1(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1119-51-3 bromopentene 
• 184888-43-5 (R)-(1-phenylethyl)carbamic acid tert-butyl ester 
• 202926-15-6 Pent-4-enyl-((R)-1-phenyl-ethyl)-amine 

Downstream Products

• 202926-04-3 [4-Iodo-5-(toluene-4-sulfonyl)-pentyl]-((R)-1-phenyl-ethyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Novel Chiral Alfa-Amino Tertiary Boronic Esters

The present disclosure relates to a novel, highly efficient and enantiospecific borylation method to synthesize a wide range of enantiopure alfa-amino tertiary boronic esters, and novel alfa-amino tertiary boronic acids and esters prepared by the method. More specifically, highly enantiospecific borylation of configurationally stable α-N-Boc substituted tertiary organolithium species and HBpin has been developed to synthesize various alfa-amino tertiary boronic esters through the formation of a new C—B bond with excellent enantiopurities.

Synthesis of 2-substituted nitrogen heterocycles using para-toluenesulfonyl iodide in a key step

N-Protected aminoalkenes undergo radical addition of tosyl iodide to give β-iodosulfones which can subsequently be induced to cyclise giving 2-substituted pyrrolidines and piperidines. Incorporation of an α-methylbenzyl group at nitrogen leads to a diastereoselective ring closure where the constituent diastereoisomers can be separated readily giving chiral, non-racemic heterocycles.