77756-17-3

Upstream product

• 6099-04-3 3-methoxycinnamic acid 
• 77756-14-0 Toluene-4-sulfonic acid 2-hydroxymethyl-3-(3-methoxy-phenyl)-propyl ester 
• 77756-15-1 3-Hydroxymethyl-4-(3-methoxy-phenyl)-butyronitrile 
• 77756-13-9 2-<(3-methoxyphenyl)methyl>-1,3-propanediol 
• 61227-48-3 [(3-methoxyphenyl)methyl]propanedioic acid diethyl ester 
• 78473-65-1 C₂₀H₁₇OS₂^(1-) 
• 93578-36-0 1,2-bis[(3-methoxyphenyl)methyl]ethane-1,2-dicarboxylic acid 
• 104079-34-7 (2R,3R)-2,3-Bis-(3-methoxy-benzyl)-succinic acid monomethyl ester 
• 104079-33-6 (3S,4S)-3,4-Bis-(3-methoxy-benzyl)-dihydro-furan-2,5-dione 
• 10516-71-9 3-(3-Methoxy-phenyl)-propionic acid 
• 591-31-1 3-methoxy-benzaldehyde 
• 874-98-6 1-bromomethyl-3-methoxybenzene 
• 86653-15-8 4-(3-methoxybenzyl)-2(5H)-furanone 
• 86653-16-9 4-<(3-methoxyphenyl)methyl>dihydrofuran-2(3H)-one 

Downstream Products

• 76543-15-2 (3S,4R)-3,4-Bis-(3-hydroxy-benzyl)-dihydro-furan-2-one 
• 76543-15-2 trans-2,3-bis[(3-hydroxyphenyl)methyl]-γ-butyrolactone 
• 77756-17-3 2,3-bis(3-methoxybenzyl)-4-butanolide 
• 138306-21-5 trans-3,4-bis(3-methoxybenzyl)tetrahydrofuran 
• 76543-15-2 (-)-enterolactone 
• 76543-16-3 2,3-bis(3-hydroxybenzyl)-butane-1,4-diol 
• 77756-23-1 Meso-2,3-bis-[(3-hydroxyphenyl)methyl]-1,4-butane diol 

Relevant academic research and scientific papers

A short synthesis of biologically active lignan analogues

β-Benzyl-γ-butyrolactones were synthesized in four transition metal catalysed reactions from butynediol, and alkylated to afford new, biologically active lignan analogues.

Tri-n-butyltin Hydride assisted Highly Stereoselective Lactonisation of Homoallylic Xanthates

A highly stereo- and regio-selective radical cyclisation of homoallylic xanthate esters is presented and the reaction is applied to the synthesis of some ring fused lactones.

CONVENIENT RUTHENIUM-COMPLEX CATALYSED SYNTHESIS OF ENTEROLACTONE FROM THE CORRESPONDING DIBENZYLIDENE SUCCINIC ACID MOIETY

A convenient synthesis of enterolactone is outlined consisting mainly of a ruthenium carbonyl-hydride complex catalysed hydrogenation of bis(3-methoxybenzylidene)succinic acid.

OXIDATIVE COUPLING. II. THE TOTAL SYNTHESIS OF ENTEROLACTONE

Oxidative coupling of 3-methoxyhydrocinnamic acid dianion with molecular iodine forms the key step in an efficient synthesis of enterolactone.

Synthesis of Lignan Lactones by Conjugate Addition of Thioacetal Carbanions to Butenolide

The conjugate addition of carbanions derived from arylbis(phenylthio)methanes to butenolide followed by trapping of the enolate anion so generated by a benzyl halide affords adducts (8) containing the basic lignan skeleton.Desulphurisation of these adducts by Raney nickel affords a short efficient synthesis of trans-dibenzylbutyrolactones and this route has been used to prepare enterolactone (9c) and an antitumour lignan (9b), derived from Bursera schlechtendalii.Treatment of the adducts (8) with heavy-metal salts induces cyclisation leading to arylnaphthalene lactones, including retrojusticidin B (13).

A CONVERGENT MERCURY MEDIATED LIGNAN SYNTHESIS

Bis(thiophenyl) derivatives of dibenzylbutyrolactones undergo cyclisation elimination and dehydrogenation when treated with mercuric trifluoroacetate.The process is a short, efficient synthesis of certain arylnaphthalene lignans.

DIMETALATED TERTIARY SUCCINAMIDES. SYNTHESIS OF SEVERAL CLASSES OF LIGNANS INCLUDING THE MAMMALIAN URINARY LIGNANS ENTEROLACTONE AND ENTERODIOL

Reaction of dimetalated succinamides with benzyl halides and aromatic aldehydes provides short routes to diverse lignan natural products 2, 3, and 4a, including the human urinary metabolites (3d) and (2e).

SYNTHESIS OF COMPOUND X, A NON-STEROIDAL CONSTITUENT OF FEMALE URINE, AND CONGENERS

The synthesis of trans-(+/-)- and (-)-3,4-bisdihydro-2-(3H)-furanone (1), a recently discovered constituent of female urine, and some related compounds of biological interest is described.