551-59-7

Basic information

• Product Name: SUPINIDINE
• Synonyms: SUPINIDINE;(7aS)-2,3,5,7a-Tetrahydro-1H-pyrrolizine-7-methanol;(7aS)-5,6,7,7a-Tetrahydro-3H-pyrrolizine-1-methanol;2,3,5,7aβ-Tetrahydro-1H-pyrrolizine-7-methanol
• CAS NO: 551-59-7
• Molecular Formula: C8H13NO
• Molecular Weight: 139.1949
• Mol File: 551-59-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 223.8°Cat760mmHg
• Flash Point: 104.8°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 0.019mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: SUPINIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: SUPINIDINE(551-59-7)
• EPA Substance Registry System: SUPINIDINE(551-59-7)

Safety Data

• Hazardous Substances Data: 551-59-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 4345, 1989 DOI: 10.1021/jo00279a022

InChI:InChI=1/C8H13NO/c10-6-7-3-5-9-4-1-2-8(7)9/h3,8,10H,1-2,4-6H2/t8-/m0/s1

Upstream product

• 126191-50-2 9-O-(tert-Butyldimethylsilyl)supinidine 
• 126191-56-8 9-O-Benzoylsupinidine 
• 122744-13-2 5(S)-1-aza-4-(acetoxymethyl)bicyclo<3.3.0>oct-3-en-8-one 
• 138478-74-7 (8S)-O-Benzylsupinidine 
• 78175-02-7 ethyl (-)-6β-hydroxy-8α-pyrrolizidine-1β-carboxylate 
• 83509-32-4 ethyl (S)-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carboxylate 
• 61350-60-5 (S)-benzyloxycarbonyl-proline acid chloride 
• 83455-90-7 ethyl (S)-1-((ethoxycarbonyl)methyl)-2-pyrrolidineacetate 
• 56633-71-7 2-(S)-(2-diazo-1-oxoethyl)pyrrolidine-1-carboxylic acid benzyl ester 
• 83455-89-4 (S)-2-Ethoxycarbonylmethyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 101074-72-0 (S)-Pyrrolidin-2-yl-acetic acid ethyl ester 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 73353-98-7 (-)-(2S,4R)-N-formyl-4-formyloxyproline 
• 73354-01-5 ethyl (+)-2-(R)-2-hydroxy-2,3-dihydro-1H-pyrrolizine-7-carboxylate 

Downstream Products

• 526-63-6 (-)-isoretronecanol 

Relevant articles and documents

ORGANIC REACTIONS

The present invention relates to various organic reactions including a method for producing heterocyclic compounds using a [3+2] annulation; a method for producing fluorinated heteroaromatic compounds; and a method for alkylating a meta-position of a phen

A synthesis of (-) supinidine and its regioisomer by intramolecular oxime olefin cycloaddition

A synthesis of (-)supinidine 1 and its regioisomer 2 from L-proline is described. The key step is a thermal intramolecular oxime-olefin cycloaddition; dimerization products resulting from intramolecular nitrone formation were also isolated.

DIASTEREOSELECTIVE ALKYLATION OF CHIRAL TIN(II) ENOLATES ONTO CYCLIC ACYL IMINIUM IONS. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

The scope and mechanism of the asymmetric alkylation of chiral tin(II) enolate 10 with cyclic acyl iminium ion 5 were investigated.An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.