41678-30-2

Basic information

• Product Name: Edulan II
• Synonyms: Edulan II
• CAS NO: 41678-30-2
• Molecular Formula: C13H20O
• Molecular Weight: 192.3
• Mol File: 41678-30-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Edulan II(CAS DataBase Reference)
• NIST Chemistry Reference: Edulan II(41678-30-2)
• EPA Substance Registry System: Edulan II(41678-30-2)

Safety Data

• Hazardous Substances Data: 41678-30-2(Hazardous Substances Data)

Upstream product

• 14203-64-6 7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-en-8-one 
• 23526-45-6 6,9-dihydroxymegastigma-4,7-dien-3-one 

Relevant articles and documents

Chiral syntheses of edulans I, II and dihydroedulans I, II and absolute cenfigurations of edulans I, II

Enantiospecific syntheses of (+)- and (-)-edulans I, II and (-)-dihydroedulans I, II, starting from (R)- and (S)-3-hydroxybutyric acid methyl esters, allowed the determination of the absolute configurations of edulans I, II.

New Syntheses of Edulans and Theaspiranes from α-Inone

New syntheses of edulans and theaspiranes are described.The key step involves the cyclization of 4-(2',6',6'-trimethyl-2'-hydroxy-3'-cyclohexen-1'-yl)-butan-2-ol (7) and 4-(2',6',6'-trimethyl-1',2'-dihydroxy-3'-cyclohexen-1'-yl)-butan-2-ol (8) derived from α-ionone.The diol (7) and triol (8) were cyclized with acetic acid into the corresponding tetrahydropyran derivatives ; the latter two compounds were dehydrated to edulan I and II (13a, 13b).On treatment with tosyl chloride in pyridine, however, triol (8) gave spiro-compounds (11a, 11b and 12); (11a and 11b) were easily converted to cis- and trans-theaspirone by oxidation and 5,6-erythro-6-hydroxy-dihydrotheaspiranes (15a and 15b) by reduction.