14496-24-3

Usage

Uses

Used in Pharmaceutical Industry:
Furan-3,4-diyldimethanol is used as a reactant for the preparation of N-[(benzimidazolyl)methyl]aminotetrahydroquinoline derivatives. These derivatives act as CXCR4 antagonists, which are potent inhibitors of T-tropic (X4) HIV-1 replication. The compound's ability to form these derivatives makes it a valuable asset in the development of antiretroviral drugs, particularly for the treatment of HIV-1 infections.

InChI:InChI=1/C6H8O3/c7-1-5-3-9-4-6(5)2-8/h3-4,7-8H,1-2H2

Upstream product

• 4282-33-1 dimethyl 3,4-furandicarboxylate 
• 30614-77-8 diethyl 3,4-furandicarboxylate 
• 693-93-6 4-methyloxazole 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 172043-66-2 7-oxa-norborn-2-ene-2,3-dicarboxylic acid diethyl ester 
• 30614-73-4 3,4-furan-dimethanol diacetate 

Downstream Products

• 30614-73-4 3,4-furan-dimethanol diacetate 
• 109807-80-9 3,4-bis-benzoyloximethyl-furan 
• 364069-24-9 3,4-bis-(3,5-bis-benzyloxy-benzyloxymethyl)-furan 
• 287241-59-2 3-benzyloxymethyl-4-furanmethanol 
• 96194-82-0 3,4-bis(benzyloxymethyl)furan 
• 287241-64-9 4-benzyloxymethyl-3-furanylmethyl 3-oxobutanoate 
• 287239-68-3 3-(tert-Butyl-dimethyl-silanyloxy)-2-diazo-but-3-enoic acid 4-benzyloxymethyl-furan-3-ylmethyl ester 
• 287241-70-7 4-benzyloxymethyl-3-furanylmethyl 2-diazo-3-oxobutanoate 
• 79289-91-1 20,21-bis<<2-(2-hydroxyethoxy)ethoxy>methyl>-1,4,7,12,15,18-hexaoxacyclodocosa-9,20-diene-9,10-dimethanol 20,21-bis(p-toluenesulfonate) 
• 79289-90-0 2-2'-((6,7,9,10,12,15,17,18,20,21-decahydro-4H,23H-furo(3,4-i)(1,4,7,12,15,18)hexaoxacyclodocosin-13,14-diyl)bis(methyleneoxyethyleneoxy))diethanoldi-p-toluenesulfonate 
• 79289-85-3 2,2'-(3,4-furandiylbis(methyleneoxyethyleneoxy))-diethanol di-p-toluenesulfonate 
• 1384587-73-8 C₃₄H₄₂O₁₄SSi 

Relevant academic research and scientific papers

Synthesis of the core framework of the cornexistins by intramolecular Nozaki-Hiyama-Kishi coupling

A new and direct approach to the construction of the core framework of the herbicidal natural products cornexistin and hydroxycornexistin has been developed. Formation of the nine-membered carbocycle found in the natural products has been accomplished by an intramolecular Nozaki-Hiyama-Kishi reaction between a vinylic iodide and an aldehyde. Good yields of carbocyclic products were obtained from the reaction, but diastereomeric mixtures of allylic alcohols were produced. The cyclisation reaction was successful irrespective of the relative configuration of the stereogenic centres in the cyclisation precursor.

Synthesis of the carbocyclic core of the cornexistins by ring-closing metathesis

(Matrix presented) An advanced intermediate in the synthesis of the phytotoxins cornexistin and hydroxycornexistin has been synthesized. Sequential palladium-mediated sp2-sp3 fragment coupling and ring-closing diene metathesis have been used to construct the nine-membered carbocyclic core found in the natural products.

Synthetic studies on the cornexistins: Synthesis of (±)-5-epi- hydroxycornexistin

The synthesis of 5-epi-hydroxycornexistin (44), a diastereoisomer of the herbicidal natural product hydroxycornexistin (2) has been completed. Palladium mediated sp2-sp3 coupling of the stannane 25 and the chloride 31 and ring-closing metathesis of the resulting diene 32 has been used to construct the tricyclic lactone 34a, which possesses the nine-membered carbocyclic core found in the natural product, in good yield. The synthesis of 5-epi-hydroxycornexistin (44) has established the feasibility of using a furan as precursor for the cyclic anhydride unit present in the natural product and has demonstrated the viability of other late-stage transformations that will be used to prepare hydroxycornexistin (2). The 2008 Royal Society of Chemistry.

Thermally responsive dendrons and dendrimers based on reversible furan-maleimide diels-alder adducts

(Equation presented) Benzyl aryl ether dendrons and dendrimers containing thermally reversible furan-maleimide Diels-Alder adducts were prepared up to the third generation. The covalent cleavage and reassembly of the dendrons and dendrimers were evaluated by 1H NMR.

A symmetry-based formal synthesis of zaragozic acid A

A symmetry-based strategy for the synthesis of the zaragozic acids is reported. Two enantioselective dihydroxylations were used to establish the absolute configuration of a C2 symmetric intermediate. Noteworthy transformations include a group-selective lactonization, which accomplished an end-differentiation of a pseudo-C2 symmetric intermediate. Late stage protecting group adjustments and oxidations accomplished a formal synthesis of zaragozic acid A.

Construction of the zaragozic acids core bicycle

Concise synthesis of the bicyclic core of zaragozic acids has been accomplished by the utilization of (2S, 3S)-furylglycerol 7. The key features are based on the diastereoselective dihydroxylation of enone 8 followed by reduction of ketone 11 to control the stereochemistries at the C4-C6 positions of the target molecule. Addition of lithium trimethylsilylacetylide to aldehyde 20 provided propargyl alcohol 21, which was further transformed into the bicyclic core 25, a potent intermediate for the synthesis of zaragozic acids.

2-SUBSTITUTED INDANE-2-CARBOXYALKYL DERIVATIVES USEFUL AS INHIBITORS OF ENKEPHALINASE AND ACE

The present invention relates to novel 2-substituted indane-2-carboxyalkyl derivatives useful as inhibitors of enkephalinase and ACE.

2-substituted indane-2-mercaptoacetylamide tricyclic derivatives useful as inhibitors of enkephalinase

The present invention relates to novel 2-substitited indane-2-mercaptoacetylamide tricyclic derivatives which are useful as inhibitors of Enkephalise.