526-63-6

Basic information

• Product Name: isoretronecanol
• Synonyms: isoretronecanol;(1S,7aα)-Hexahydro-1H-pyrrolizine-1-methanol
• CAS NO: 526-63-6
• Molecular Formula: C₈H₁₅NO
• Molecular Weight: 141.2108
• Mol File: 526-63-6.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 201.6°Cat760mmHg
• Flash Point: 81.1°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.0753mmHg at 25°C
• Refractive Index: 1.539
• PKA: pK1:10.83 (25°C)
• CAS DataBase Reference: isoretronecanol(CAS DataBase Reference)
• NIST Chemistry Reference: isoretronecanol(526-63-6)
• EPA Substance Registry System: isoretronecanol(526-63-6)

Safety Data

• Hazardous Substances Data: 526-63-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H15NO/c10-6-7-3-5-9-4-1-2-8(7)9/h7-8,10H,1-6H2/t7-,8+/m1/s1

Upstream product

• 85781-39-1 Acetic acid (1S,2S,7aS)-2-hydroxy-hexahydro-pyrrolizin-1-ylmethyl ester 
• 228711-44-2 (1S,7aS)-1-(hydroxymethyl)-tetrahydro-1H-pyrrolizin-3(2H)-one 
• 147917-59-7 (1S,8S)-5-thioxohexahydropyrrolizin-1-carboxylic acid methyl ester 
• 194155-01-6 Methyl (2S)-1-(tert-butoxycarbonyl)-α-(prop-2-en-1-yl)pyrrolidine-2-acetate 
• 135081-79-7 (2S,βS)-1-(tert-Butoxycarbonyl)-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol 
• 135081-82-2 (2S,γS)-1-(tert-Butoxycarbonyl)-γ-(tert-butyldimethylsilyloxymethyl)pyrrolidine-2-propanol 
• 135905-07-6 (2S,βS)-1-(tert-Butoxycarbonyl)-O-(tert-butyldimethylsilyl)-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol 
• 135081-80-0 (S)-2-[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3-oxo-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 1528697-43-9 tert-butyl (1R,7S,αS)-7-[N-benzyl-N-(α-methylbenzyl)amino]cyclohept-3-ene-1-carboxylate 
• 1528697-56-4 (1S,7aS)-1-(tert-butoxycarbonyl)octahydropyrrolizin-4-ium acetate 
• 1528697-59-7 (1S,2S,5R,6R,αS)-2-[N-benzyl-N-(α-methylbenzyl)amino]-5-hydroxy-7-oxabicyclo[4.2.1]nonan-8-one 
• 1528697-62-2 (1S,3R,4R,7S,αS)-1-hydroxymethyl-3,4-dihydroxy-7-[N-benzyl-N-(α-methylbenzyl)amino]cycloheptane 
• 1528697-46-2 tert-butyl (1S,7S,αS)-7-[N-benzyl-N-(α-methylbenzyl)amino]cyclohept-3-ene-1-carboxylate 

Relevant articles and documents

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Asymmetric syntheses of (-)-isoretronecanol and (-)-trachelantamidine

Short and concise total asymmetric syntheses of (-)-isoretronecanol and (-)-trachelantamidine are reported. Oxidative cleavage of tert-butyl (S,S,S,Z)-7-[N-benzyl-N-(α-methylbenzyl)amino]cyclohept-3-ene-1- carboxylate, followed by hydrogenolysis promoted

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

Organocatalytic asymmetric mannich cyclization of hydroxylactams with acetals: Total syntheses of ( )-epilupinine, ( )-tashiromine, and ( )-trachelanthamidine

An asymmetric, organocatalytic, one-pot Mannich cyclization between a hydroxylactam and acetal is described to provide fused, bicyclic alkaloids bearing a bridgehead N atom. Both aliphatic and aromatic substrates were used in this transformation to furnish chiral pyrrolizidinone, indolizidinone, and quinolizidinone derivatives in up to 89% yield and 97% ee. The total syntheses of (-)-epilupinine, (-)-tashiromine, and (-)-trachelanthamidine also achieved to demonstrate the generality of the process.