862387-07-3

Basic information

• Product Name: Cyclobutylidene-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine
• Synonyms: Cyclobutylidene-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine
• CAS NO: 862387-07-3
• Molecular Weight: 182.266
• Mol File: 862387-07-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Cyclobutylidene-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclobutylidene-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine(862387-07-3)
• EPA Substance Registry System: Cyclobutylidene-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine(862387-07-3)

Safety Data

• Hazardous Substances Data: 862387-07-3(Hazardous Substances Data)

Upstream product

• 1191-95-3 cyclobutanone 
• 72748-99-3 (R)-1-Amino-2-(methoxymethyl)pyrrolidine 

Downstream Products

• 173074-85-6 (R)-(-)-2-(tetradec-5-enyl)-cyclobutanone 
• 173074-85-6 (S)-(+)-2-(tetradec-5-enyl)-cyclobutanone 

Relevant articles and documents

Synthesis of optically active (+)-2-benzyl-, (+)-2-octyl-, and (+)-2-tetradec-5′-enylcyclobutanones via metallated chiral imines or hydrazones

A practical asymmetric synthesis of (R)-2-benzyl-, (S)-2-octyl-, and (S)-2-tetradec-5′-enylcyclobutanones was investigated using enantiopure (S)-α-methylbenzylamine, (R)-methoxymethylbenzylamine, or hydrazine (RAMP). These amines were treated with cyclobutanone to afford the corresponding imines or hydrazones, respectively. Metallation of these imine derivatives followed by alkylation with n-octylbromide, benzylbromide, or tetradec-5-enylbromide gave, after hydrolysis, (S)-2-octylcyclobutanone and for the first time optically active (R)-2-benzylcyclobutanone and (S)-2-tetradec-5′-enylcyclobutanone (TECB) with 67-87% ee. The absolute configuration was also established.