80513-77-5

Basic information

• Product Name: Bicyclo[2.2.1]heptan-2-one, 3-hydroxy-1,7,7-trimethyl-, (1S,3S,4R)-
• CAS NO: 80513-77-5
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Mol File: 80513-77-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Bicyclo[2.2.1]heptan-2-one, 3-hydroxy-1,7,7-trimethyl-, (1S,3S,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]heptan-2-one, 3-hydroxy-1,7,7-trimethyl-, (1S,3S,4R)-(80513-77-5)
• EPA Substance Registry System: Bicyclo[2.2.1]heptan-2-one, 3-hydroxy-1,7,7-trimethyl-, (1S,3S,4R)-(80513-77-5)

Safety Data

• Hazardous Substances Data: 80513-77-5(Hazardous Substances Data)

Upstream product

• 15795-31-0 Acetic acid (1S,4R)-4,7,7-trimethyl-3-oxo-bicyclo[2.2.1]hept-2-yl ester 
• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 10293-06-8 (1R)-3-endo-bromocamphor 
• 464-48-2 (1S)-camphor 
• 10334-26-6 (R)-camphorquinone 

Downstream Products

• 113649-85-7 (1R)-2exo,3endo-bis-(4-nitro-benzoyloxy)-bornane 
• 10334-26-6 (R)-camphorquinone 
• 59599-25-6 (1R)-(-)-cis-3-hydroxyisoborneol 
• 28357-12-2 2-exo-3-endo camphane-2,3-diol 
• 68738-11-4 (+)-2-endo-3-exo-camphane-2,3-diol 
• 73522-22-2 2-endo-3-endo camphane-2,3-diol 

Relevant articles and documents

Camphor-Derived Alcohols: An Anomalous Reaction of 3-Hydroxycamphor and the Influence of Internal Alkoxides on the Alkylation Stereochemistry of Glycinate Imines

Attempted imine formation between 3-hydroxycamphor and tert. butyl glycinate led to 8, the substitution product at the 3-position.Zinc-acetic acid treatment of 8 afforded 3-acetoxycamphor.Alkylation of the imine from norcamphor and tert. butyl glycinate gave no stereoselection.Alkylation of the imine from 10-hydroxymethylcamphor and tert. butyl glycinate gave stereoselectivities inferior to those obtained from the imine of camphor itself (1), but aldol condensation with benzaldehyde, a reaction not possible with 1, was effected in 71percent yield.

In vivo and in vitro hydroxylation of cineole and camphor by cytochromes P450CYP101A1, CYP101B1 and N242A CYP176A1

Cytochromes P450 (P450s) are valuable enzymes that can generate a range of useful compounds via biocatalytic oxidations that complement traditional synthetic chemistry. In this study three bacterial P450s, P450cam (CYP101A1), CYP101B1 and the m

General and efficient α-oxygenation of carbonyl compounds by TEMPO induced by single-electron-transfer oxidation of their enolates

A generally applicable method for the synthesis of protected α-oxygenated carbonyl compounds is reported. It is based on the single-electron-transfer oxidation of easily generated enolates to the corresponding α-carbonyl radicals. Coupling with the stable free radical TEMPO provides α-(piperidinyloxy) ketones, esters, amides, acids or nitriles in moderate-to-excellent yields. Enolate aggregates influence the outcome of the oxygenation reactions significantly. Competitive reactions have been analyzed and conditions for their minimization are presented. Chemoselective reduction of the products led to either N-O bond cleavage to α-hydroxy carbonyl compounds or reduction of the carbonyl functionality tomonoprotected 1,2-diols or O-protected amino alcohols. The oxygenation of enolates proves to be the most general and effective methodology for the synthesis of O-protected α-oxy carbonyl compounds and nitriles A. The scope and limitations of the electron-transfer-induced radical coupling reaction with TEMPO are presented. The reaction pathways are outlined. Methods for the deprotection to α-hydroxy carbonyl compounds B are provided and discussed. Copyright