174420-16-7

Usage

Uses

Used in Fragrance Industry:
2,3-Furandiol, tetrahydro-4-methyl-5-(1-methylethyl)-(9CI) is used as a fragrance ingredient for its floral and fruity scent, adding pleasant aromas to various consumer products such as perfumes and cosmetics.
Used in Flavor Industry:
In the flavor industry, 2,3-Furandiol, tetrahydro-4-methyl-5-(1-methylethyl)-(9CI) serves as a flavoring agent, enhancing the taste of food products with its characteristic fruity notes.
Used in Biofuel Industry:
2,3-Furandiol, tetrahydro-4-methyl-5-(1-methylethyl)-(9CI) has been studied for its potential use as a biofuel, leveraging its chemical properties to contribute to the development of sustainable energy sources.
Used in Pharmaceutical Industry:
2,3-Furandiol,tetrahydro-4-methyl-5-(1-methylethyl)-(9CI) is also being explored for its potential pharmaceutical applications, indicating its versatility and the possibility of future uses in the medical field.

Upstream product

• 174513-84-9 (3aS,5R,6R,6aS)-5-Isopropyl-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 174513-82-7 (3aS,5S,6R,6aS)-2,2,6-Trimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 174693-03-9 1-((3aS,5S,6R,6aS)-2,2,6-Trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol 
• 174513-83-8 (3aS,5S,6R,6aS)-5-Isopropenyl-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 174420-15-6 1-((3aS,5S,6S,6aS)-2,2,6-Trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanone 
• 61230-54-4 (R)-1-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol 
• 21665-16-7 O¹,O²;O⁵,O⁶-diisopropylidene-3-methylene-α-D-ribo-3-deoxy-hexofuranose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 63522-23-6 3-desoxy-1,2-O-isopropylidene-3-C-methylidene-α-D-erythro-pentodialdo-1,4-furanose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 50-99-7 D-glucose 
• 96918-55-7 1-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethanone 

Downstream Products

• 88899-55-2 bafilomycin A₁ 
• 147659-07-2 (+)-prelactone B 

Relevant academic research and scientific papers

Total syntheses of Prelactone V and Prelactone B

The total syntheses of natural products Prelactone-V and Prelactone-B have been accomplished by a novel Chiron approach starting from D-glucose. The synthesis involves isopropylidene acetal formation of D-glucose using Poly(4-vinylpyridine) supported iodine as a catalyst, Tebbe olefination, Grignard reaction, Wittig olefination, selective mono deprotection of acetal using PMA/SiO2, hydrogenation and anti-1,3-diol formation are as key steps.

Total synthesis of bafilomycin A1

The highly stereoselective total synthesis of the macrolide antibiotic, bafilomycin A1 (1), the first specific potent inhibitor of vacuolar H+-ATPase, has been achieved by a convergent route involving the synthesis and coupling of its 16-membered tetraenic lactone and β-hydroxyl hemiacetal side-chain subunits. The C1-C17 16-membered lactone aldehyde 2 was synthesized through the coupling of the C5-C11 vinyl iodide 4 and the C12-C17 vinylstannane 5, followed by construction of the C1-C4 diene and macrolactonization. The aldol coupling of 2 and the C18-C25 ethyl ketone 3 followed by desilylation provided 1, which was identical with natural bafilomycin A1. The key synthetic segments 3-5 were effectively synthesized from the readily available chiral materials, D-glucose, ethyl (S)-lactate, and methyl (S)-3-hydroxy-2-methylpropionate, respectively.

Total synthesis of bafilomycin A1. 1. Syntheses of the C5~C11, C12~C17 and C18~C25 segments

The effective syntheses of the C5~C11 (2), C12~C17 (3) and C18~C25 (4) segments, which are promising synthetic intermediates toward the total synthesis of the macrolide antibiotic, bafilomycin A1 (1), were described.