35588-82-0

Upstream product

• 3673-79-8 methyl 2,3-dibromoisobutyrate 
• 124-41-4 sodium methylate 
• 5445-17-0 Methyl 2-bromopropionate 
• 4885-02-3 Dichloromethyl methyl ether 
• 80-62-6 methacrylic acid methyl ester 
• 67-56-1 methanol 

Downstream Products

• 76526-48-2 3-methyl-4-methoxy-5-phenyl-2(5H)-furanone 
• 482626-53-9 C₄₄H₅₀O₁₁S 
• 482626-54-0 (R)-2-[(2R,5S)-5-((1R,2S,3R,4R)-2-Benzyloxy-4,6-dihydroxy-1,3-dimethyl-hexyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester 
• 374752-94-0 (R)-2-((2R,5S)-5-{(1R,2S,3R)-2-Benzyloxy-1-methyl-3-[(2R,5S)-5-(2-oxo-pentyl)-tetrahydro-furan-2-yl]-butyl}-tetrahydro-furan-2-yl)-propionic acid methyl ester 
• 374752-93-9 (R)-2-{(2R,5S)-5-[(1R,2R,3R,4R)-2-Benzyloxy-6-iodo-1,3-dimethyl-4-((E)-3-oxo-hex-1-enyloxy)-hexyl]-tetrahydro-furan-2-yl}-propionic acid methyl ester 
• 374752-92-8 (R)-2-{(2R,5S)-5-[(1R,2S,3R,4R)-2-Benzyloxy-4-hydroxy-1,3-dimethyl-6-(toluene-4-sulfonyloxy)-hexyl]-tetrahydro-furan-2-yl}-propionic acid methyl ester 
• 374752-91-7 C₃₇H₄₄O₈ 
• 374752-89-3 C₃₇H₄₃IO₈ 
• 482626-55-1 (R)-2-{(2R,5S)-5-[(1R,2R,3R,4R)-2-Benzyloxy-1,3-dimethyl-4-((E)-3-oxo-hex-1-enyloxy)-6-(toluene-4-sulfonyloxy)-hexyl]-tetrahydro-furan-2-yl}-propionic acid methyl ester 
• 76526-61-9 5-Ethyl-4-methoxy-3-methyl-5-phenylsulfanyl-5H-furan-2-one 
• 76526-62-0 5-Isopropyl-4-methoxy-3-methyl-5-phenylsulfanyl-5H-furan-2-one 
• 76526-63-1 4-Methoxy-3-methyl-5-phenylsulfanyl-5-propyl-5H-furan-2-one 
• 56674-63-6 2-methyl-3-methoxy-2-propen-1-oic acid 
• 107-31-3 Methyl formate 

Relevant academic research and scientific papers

An approach to aminonaphthoquinone ansamycins using a modified Danishefsky diene

A robust and scalable synthesis of a novel, cyano-substituted Danishefsky-type diene and its use in the Diels-Alder reaction with various dienophiles is reported. The diene allows for the rapid construction of highly substituted aminonaphthoquinones that occur in numerous ansamycin antibiotics.

Stereoselective synthesis of pamamycin-607

A macrodiolide antibiotic pamamycin-607 was synthesized by joining two hydroxy acid components. Three cis-2, 5-disubstituted tetrahydrofuran rings in the molecule were stereoselectively prepared by radical cyclization reactions of β-alkoxyvinyl ketone intermediates and a β-alkoxymethacrylate substrate. The key step of the synthesis is characterized by the predominant threo product formation in the radical cyclization reaction of a β-alkoxymethacrylate intermediate.

Synthons for Polyketides: An Improved Synthesis of Methyl 3,3-Dialkoxy-2-methylpropanoates

A versatile conversion of methyl methacrylate to methyl 3,3-dialkoxy-2-methylpropanoates proceeds via bromination, then treatment with excess sodium methoxide to yield methyl 3,3-dimethoxy-2-methylpropanoate, which can be transacetalized by treatment with alcohols under acid catalysis to yield the title compounds.Stereoselective chain-extension reactions of these compounds by aldol additions to the aldehydes derived from the ester group (C-1), or by titanium(IV)-mediated allylsilane additions to the acetal carbon (C-3), are examples of the potential utility of methyl 3,3-dialkoxy-2-methylpropanoates to natural products syntheses.

DICHLOROMETHYL ALKYL ETHERS AND SULFIDES IN THE REFORMATSKII REACTION

A study was carried out on the reaction of dichloromethyl alkyl ethers and sulfides with α-brominated esters in the presence of zinc resulting in the formation of either α-alkyl-β-alkoxyacrylates (or α-alkyl-β-alkylthioacrylates) or α,α,α',α'-tetramethyl-β-alkoxyglutaric acid ( or α,α,α',α'-tetramethyl-β-alkylthioglutaric acid) depending on the structure of the starting bromoester.PMR and IR spectroscopy indicates the geometry of the α-alkyl-β-alkoxyacrylates and α-alkyl-β-alkylthioacrylates.