3810-34-2

Basic information

• Product Name: 4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octan-2-one
• CAS NO: 3810-34-2
• Molecular Weight: 372.375
• Mol File: 3810-34-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octan-2-one(3810-34-2)
• EPA Substance Registry System: 4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octan-2-one(3810-34-2)

Safety Data

• Hazardous Substances Data: 3810-34-2(Hazardous Substances Data)

Upstream product

• 458-35-5 coniferal alcohol 
• 71146-61-7 4-benzyloxy-3-methoxybenzyl alcohol 
• 92116-29-5 4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-6-cis-hydroxy-3,7-dioxabicyclo<3.3.0>octan-2-one 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 458-35-5 coniferol 
• 139714-55-9 α-chloro-4-benzyloxy-3-methoxybenzyl methyl ether 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 86841-94-3 cis-(4-benzyloxy-3-methoxyphenyl)-4-carboxydihydrofuran-2(3H)-one 
• 139714-53-7 cis-5-(4-benzyloxy-3-methoxyphenyl)-4-hydroxymethyldihydrofuran-2(3H)-one 

Relevant articles and documents

Synthesis of 4,8-Bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclooctan-2-ones and Determination of their Relative Configuration via Long-range

A short synthesis of the furofuranoid lignan, 4-cis,8-cis-bis(4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclooctan-2-one (MEL), was accomplished via a simple regioselective hydride reduction of the dilactone parent octane-2,6-dione>, followed by deoxygenation of the lactone-lactol intermediate via silane hydride transfer.The 4-trans-8-cis(iso-MEL) and the 4-cis-8-trans(epi-MEL) isomers, and a fourth related compound, featuring a 3-fused 5-membered ring skeleton were additionally formed.All four compounds were fully characterized by use of 1D and 2D NMR techniques.Examination of the long-range coupled proton network by delayed COSY experiments allowed determination of the relative configuration of these 4,8-diaryl-3,7-dioxabicyclooctan-2-one structures.The pathways followed by these long-range proton couplings and implications of the long-range and vicinal couplings with respect to favoured conformations are discussed.

A New Synthetic Route to Furofuranoid Lignans via Intramolecular Mukaiyama reaction

The sequence set out in Scheme 1 provides a short and expedient synthesis of a number of (+/-)-furofuranoid lignans, including styraxin 3 (antitumor), aptosimon 5, asarinin 6, pluviatilol 7, 'MEL' 4 (inhibitor of germination) and related compounds.