1242430-84-7

Basic information

• Product Name: (3R,5R)-3-(2,5-dimethoxy-4-methylphenyl)-6-methylheptane-1,5,6-triol
• Synonyms: (3R,5R)-3-(2,5-dimethoxy-4-methylphenyl)-6-methylheptane-1,5,6-triol
• CAS NO: 1242430-84-7
• Molecular Weight: 312.406
• Mol File: 1242430-84-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3R,5R)-3-(2,5-dimethoxy-4-methylphenyl)-6-methylheptane-1,5,6-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,5R)-3-(2,5-dimethoxy-4-methylphenyl)-6-methylheptane-1,5,6-triol(1242430-84-7)
• EPA Substance Registry System: (3R,5R)-3-(2,5-dimethoxy-4-methylphenyl)-6-methylheptane-1,5,6-triol(1242430-84-7)

Safety Data

• Hazardous Substances Data: 1242430-84-7(Hazardous Substances Data)

Upstream product

• 1242430-81-4 C₁₀H₁₆O₄ 
• 1242430-83-6 (4S,6R)-4-(2,5-dimethoxy-4-methylphenyl)-6-(2-hydroxypropan-2-yl)tetrahydro-2H-pyran-2-one 

Downstream Products

• 1242430-85-8 (3R,5S)-5-(2,5-dimethoxy-4-methylphenyl)-2-methylhept-6-ene-2,3-diol 
• 1242430-86-9 2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione 

Relevant articles and documents

Racemic and enantioselective total synthesis of heliespirones A & C

An account of the total synthesis of (±)-, (+)-heliespirone A and (±)-, (-)-heliespirone C is presented. In the first-generation total synthesis, we found rac-24a could be easily transformed to rac-heliespirones A & C in a biomimic way. Taking the disappointing diastereoselectivity of prenylation from 3 to 4, the nonselective dihydroxylation from 4 to 5 and the lenthy route in strategy A into account, we designed a different synthetic plan targeting a highly enantioselective, concise and protective-group free synthesis of heliespirones A & C. The palladium-catalyzed Michael addition and Sharpless AD played the key roles in the formation of optical lactone V, which could be easily transformed to compound I through two additional steps and the succedent operations were the same as those in the first-generation total synthesis. Our synthetic efforts indicated the bio-generation of heliespirones A & C from 24a should be a real process in nature.