218933-95-0

Basic information

• Product Name: (1R,2R)-N,N'-Bis-((S)-2-methoxymethyl-pyrrolidin-1-yl)-1,2-diphenyl-ethane-1,2-diamine
• Synonyms: (1R,2R)-N,N'-Bis-((S)-2-methoxymethyl-pyrrolidin-1-yl)-1,2-diphenyl-ethane-1,2-diamine
• CAS NO: 218933-95-0
• Molecular Weight: 438.613
• Mol File: 218933-95-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2R)-N,N'-Bis-((S)-2-methoxymethyl-pyrrolidin-1-yl)-1,2-diphenyl-ethane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-N,N'-Bis-((S)-2-methoxymethyl-pyrrolidin-1-yl)-1,2-diphenyl-ethane-1,2-diamine(218933-95-0)
• EPA Substance Registry System: (1R,2R)-N,N'-Bis-((S)-2-methoxymethyl-pyrrolidin-1-yl)-1,2-diphenyl-ethane-1,2-diamine(218933-95-0)

Safety Data

• Hazardous Substances Data: 218933-95-0(Hazardous Substances Data)

Upstream product

• 59983-39-0 (S)-1-amino-2-(methoxymethyl)pyrrolidine 
• 184377-96-6 (2S,2'S)-(-)-2-{[2-(methoxymethyl)pyrrolidine-1-yl]imino}ethylidene-2-(methoxymethyl)pyrrolidine-1-ylamine 

Downstream Products

• 144406-57-5 (1R,2R)-(-)-N-(1-phenyl-2-benzyloxycarbonylamino-2-phenylethyl)benzylcarbamate 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 

Relevant articles and documents

Diastereo- and enantioselective syntheses of C2-symmetric 1,n-diamines by nucleophilic addition to dialdehyde-SAMP-hydrazones

Different protected C2-symmetric 1,n-diamines (R,R)- or (S,S)-4 and 8 can be prepared in high diastereo- and enantiomeric purity by nucleophilic 1,2-addition of organocerium reagents to the CN double bond of bis-SAMP-hydrazones (S,S)-2a-c. The chiral starting materials are readily available by reaction of dialdehydes with the enantiopure hydrazine 1-amino-2-methoxymethylpyrrolidine (SAMP). Reductive NN bond cleavage of the hydrazines (R,R,S,S)- or (S,S,S,S)-3 and 7 afforded the title compounds (de 72-98%, ee 96-98%). The novel entry for the asymmetric synthesis of N-protected C2-symmetric diamines presented here is highly flexible, as both the distance of the amino functions and the introduced residues R can be varied.