131726-13-1

Basic information

• Product Name: (+/-)-(4aα,7α,7aα)-hexahydro-7-methylcyclopentapyran-3(1H)-one
• CAS NO: 131726-13-1
• Molecular Weight: 154.209
• Mol File: 131726-13-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (+/-)-(4aα,7α,7aα)-hexahydro-7-methylcyclopentapyran-3(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-(4aα,7α,7aα)-hexahydro-7-methylcyclopentapyran-3(1H)-one(131726-13-1)
• EPA Substance Registry System: (+/-)-(4aα,7α,7aα)-hexahydro-7-methylcyclopentapyran-3(1H)-one(131726-13-1)

Safety Data

• Hazardous Substances Data: 131726-13-1(Hazardous Substances Data)

Upstream product

• 941567-71-1 (1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dimethanol 
• 28839-89-6 (1S,2S,3S,6S,7R,9R)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 89502-66-9 (1R,4R,5S,6S)-5-Hydroxymethyl-6-methyl-bicyclo[2.2.1]heptan-2-one 
• 89502-74-9 (1R,3R,6R,7S,9S)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-one 
• 28839-89-6 (1S,2S,3S,6S,7R,9S)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 89502-66-9 (1R,4R,5S,6R)-5-Hydroxymethyl-6-methyl-bicyclo[2.2.1]heptan-2-one 
• 89502-74-9 (1R,3R,6R,7S,9R)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-one 
• 89502-68-1 (4aS,7S,7aR)-7-Methyl-1,3,4,4a,7,7a-hexahydro-cyclopenta[c]pyran-3-ol 
• 89502-68-1 (4aS,7R,7aR)-7-Methyl-1,3,4,4a,7,7a-hexahydro-cyclopenta[c]pyran-3-ol 
• 100475-84-1 -2 ethanoate de tert-butyle 
• 4166-63-6 1-methylbicyclo[2.2.2]oct-5-ene-2-one 

Downstream Products

• 60419-55-8 (+/-)-teucriumlactone C 
• 485-43-8 isoiridomyrmecin 
• 485-43-8 iridomyrmecin 
• 60419-55-8 (+)-teucriumlactone 
• 485-43-8 (+/-)-Isoiridomyrmecin 
• 485-43-8 (+/-)-iridomyrmecin 
• 485-43-8 isoiridomyrmecin, iridomyrmecin 

Relevant articles and documents

Cyclopentenyllithium Additions to Chiral Aldehydes. Diastereofacial Selectivity Indicating the Absence of a Pronounced Neighboring Carboxylate Anion Effect

The 1,2-addition of cyclopentenyllithium to a series of three five-membered aldehydo esters and their hemiacylals has been examined in order to assess the level and direction of facial selectivity surrounding nucleophilic attack at the aldehyde carbonyl and to clarify possible electronic and steric contributions stemming from neighboring functional groups.Neither methyl substitution of the acetic acid (ester) side chain nor the interchange of ester for carboxylate anion serve as important diastereocontrol elements.Instead, diastereofacial selectivity in these and related cyclic carboxyaldehydes is governed by the inherent structural features of the ring system to which the functional group is attached.The convinient preparation of a complete subset of isomerically pure bicyclic lactones carrying five stereogenic centers is reported.

Formal synthesis of (±)-hop ether, (±)-isoboonein, and (±)-iridomyrmecin

A general synthesis of (±)-hop ether (5), (±)-isoboonein (6), and (±)-iridomyrmecin (7) from bicyclo[2.2.1]ketone (9) is described. Cyclopentenoid aldehyde (10) and bicyclo[3.2.1]lactone (11) are the key intermediates.

Total synthesis of (±)-boschnialactone and (±)-tetrahydroanhydrodesoxyaucubigenin

A total synthesis of (±)-boschnialactone (1) and (±)-tertahydroanhydrodesoxyaucubigenin (2) is described and trisubstitued cyclopentenoid 3 is a key intermediate.