90080-03-8

Basic information

• Product Name: ((S)-2-methoxymethyl-pyrrolidin-1-yl)-octylidene-amine
• Synonyms: ((S)-2-methoxymethyl-pyrrolidin-1-yl)-octylidene-amine
• CAS NO: 90080-03-8
• Molecular Weight: 240.389
• Mol File: 90080-03-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ((S)-2-methoxymethyl-pyrrolidin-1-yl)-octylidene-amine(CAS DataBase Reference)
• NIST Chemistry Reference: ((S)-2-methoxymethyl-pyrrolidin-1-yl)-octylidene-amine(90080-03-8)
• EPA Substance Registry System: ((S)-2-methoxymethyl-pyrrolidin-1-yl)-octylidene-amine(90080-03-8)

Safety Data

• Hazardous Substances Data: 90080-03-8(Hazardous Substances Data)

Upstream product

• 124-13-0 Octanal 
• 59983-39-0 (S)-1-amino-2-(methoxymethyl)pyrrolidine 

Downstream Products

• 102222-42-4 2-benzyloxyoctanal 
• 118535-82-3 [2-Benzyloxy-oct-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine 
• 7786-29-0 (R)-α-methyloctanal 

Relevant articles and documents

Regio- and enantioselective synthesis of α-silyl aldehydes and ketones via SAMP/RAMP hydrazones

An efficient, highly regio- and enantioselective methodology for the synthesis of α-silyl aldehydes and ketones 2 and 6 using two different procedures was developed. Direct α-silylation of the azaenolates derived from SAMP/RAMP hydrazones 3 with various silyl trifluoromethanesulfonates resulted after oxidative removal of the chiral auxiliary in highly enantiomerically enriched α-silyl aldehydes and ketones (R)- or (S)-2. Alternatively, hydrazones 5 derived from acetaldehyde or methyl ketones were initially α-silylated followed by highly diastereoselective α-alkylation with suitable electrophiles. The latter variant allows the regiocontrolled synthesis of α-silyl ketones (S)-6 with high enantiomeric purity, not available by direct α-silylation of unsymmetrical ketone hydrazones. The absolute configuration of the resultant α-silyl carbonyl compounds 2 and 6 was derived from earlier mechanistic investigations of electrophilic substitutions via deprotonated SAMP/RAMP hydrazones and was unambiguously assigned by X-ray-crystallographical analysis of the α-silyl-SAMP hydrazone (S,R)-4c. VCH Verlagsgesellschaft mbH, 1996.

Enantioselektive Synthese von α-Trialkylsilylketonen und -aldehyden

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