32233-44-6

Usage

Uses

Used in the Food Industry:
(4S)-2,2-Dimethyl-1,3-Dioxolane-4-Acetaldehyde is used as a flavoring agent for its ability to impart a slightly sweet aroma to food products, enhancing their sensory appeal.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (4S)-2,2-Dimethyl-1,3-Dioxolane-4-Acetaldehyde serves as a key intermediate in the synthesis of various medicinal compounds, contributing to the development of new drugs.
Used in Fragrance and Perfume Industry:
(4S)-2,2-Dimethyl-1,3-Dioxolane-4-Acetaldehyde is utilized as a component in fragrances and perfumes, where its sweet scent adds depth and complexity to the final product.
Environmental Considerations:
It is important to manage the release of (4S)-2,2-Dimethyl-1,3-Dioxolane-4-Acetaldehyde into the environment to prevent potential harm to aquatic organisms, reflecting a commitment to ecological responsibility.

Upstream product

• 5754-34-7 4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane 
• 32233-43-5 2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 
• 97-67-6 (S)-Malic acid 
• 617-55-0 dimethyl (S)-malate 
• 95422-24-5 methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate 
• 119991-37-6 (R)-1,2-O-Isopropylidene-3-(2-thiazolyl)-1,2-propanediol 
• 126946-52-9 ethyl (3S)-3,4-dihydroxy-3,4-O-isopropylidene-butanoate 
• 103795-10-4 (2R,3R)-1,2-O-Isopropylidene-3-(2-thiazolyl)-1,2,3-propanetriol 
• 85287-65-6 3,5-dinitrobenzoate of (3S)-3,4-(isopropylidenedioxy)butan-1-ol 
• 66348-32-1 (S)-diethyl malate 2-(1-methyl-1-methoxyethyl ether) 
• 66348-33-2 (S)-1,2,4-butanetriol 2-(1-methyl-1-methoxyethyl ether) 
• 126946-55-2 ethyl (2rac,3R)-3,4-O-isopropylidene-2-chloro-3,4-dihydroxybutane 
• 126946-54-1 ethyl (2R,3R)-3,4-O-isopropylidene-2-p-toluenesulfonyl-3,4-dihydroxybutanoate 
• 114184-94-0 ethyl (R)-2-[(4'R)-2',2'-dimethyl-1,3-dioxolan-4'-yl]-2-hydroxyacetate 

Downstream Products

• 115407-88-0 (1'S,3R,5S)-3,5,6-trihydroxy-5,6-O-isopropylidenehexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 
• 115407-87-9 (1'S,3S,5S)-3,5,6-trihydroxy-5,6-O-isopropylidenehexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 
• 85806-70-8 2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester 
• 85806-67-3 2-methyl-oxazole-4-carboxylic acid methyl ester 
• 115407-86-8 (1'R,3R,5S)-3,5,6-trihydroxy-5,6-O-isopropylidenehexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 
• 115419-77-7 (1'R,3S,5S)-3,5,6-trihydroxy-5,6-O-isopropylidenehexanoic acid 2'-hydroxy-1',2',2'-triphenylethyl ester 
• 139631-10-0 (2'R,3'S,5'S,4R,5S)-3-(3'-Hydroxy-5',6'-(isopropylidenedioxy)-2'-(methylthio)hexanoyl)-4-methyl-5-phenyl-2-oxazolidinone 
• 32233-43-5 2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 
• 135256-43-8 (S)-4-((R)-2-(benzyloxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolane 
• 135256-33-6 (2S,4S)-4-O-Benzyl-1,2-O-isopropylidene-5-hexene-1,2,4-triol 
• 6007-22-3 2,2-dimethyl-1,3-dithiane 
• 120409-53-2 2-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-1,3-dithiane 
• 141206-91-9 (S)-2-(2',3'-dihydroxypropyl)-1,3-dithiane 

Relevant academic research and scientific papers

Modular strategies for structure and function employed by marine cyanobacteria: Characterization and synthesis of pitinoic acids

Novel bioactive lipids were identified from a Guamanian cyanobacterium, the Pseudomonas aeruginosa quorum sensing inhibitor pitinoic acid A (1) and the anti-inflammatory pitinoic acids B (2) and C. The structure of 2 was confirmed by synthesis, which also allowed for biological evaluation. Since 2 is an ester of pitinoic acids A and C, it represents a prodrug strategy to liberate dual biological activity for the management of P. aeruginosa infections and their associated inflammation.

Approaches to the C-24 to C-37 perimeter of Altohyrtin A

Versatile synthetic sequences are described for the C-24 to C-37 perimeter of Altohyrtin A 1. In addition the diastereoselectivity for the reduction of the β-alkoxy ynone system 15 using various hydride reagents is described.

Nickel-Catalyzed Cross-Electrophile Coupling of Alkyl Fluorides: Stereospecific Synthesis of Vinylcyclopropanes

The stereospecific reductive cross-electrophile coupling reaction of 2-vinyl-4-halotetrahydropyrans for vinylcyclopropane synthesis is reported. The nickel-catalyzed reaction occurs with both alkyl fluorides and alkyl chlorides. To the best of our knowledge, this is the first reported cross-electrophile coupling reaction of an alkyl fluoride. Ring contraction proceeds with high stereospecificity, providing selective synthesis of either diastereomer of di- and trisubstituted cyclopropanes. The utility of this methodology is demonstrated by several synthetic applications including the synthesis of the natural product dictyopterene A. 2-Vinyl-4-fluorotetrahydrofurans also undergo stereospecific ring contractions, providing access to synthetically useful hydroxymethyl cyclopropanes.

Enantioselective Total Synthesis of Mandelalide A and Isomandelalide A: Discovery of a Cytotoxic Ring-Expanded Isomer

The total synthesis of mandelalide A and its ring-expanded macrolide isomer isomandelalide A has been achieved. Unexpected high levels of cytotoxicity were observed with the ring-expanded isomandelalide A with a rank order of potency: mandelalide A > isomandelalide A > mandelalide B. Key aspects of the synthesis include Ag-catalyzed cyclizations (AgCC's) to construct both the THF and THP rings present in the macrocycle, diastereoselective Sharpless dihydroylation of a cis-enyne, and lithium acetylide coupling with a chiral epoxide.

E-Selectin Antagonists Modified By Macrocycle Formation to the Galactose

Provided herein are glycomimetic E-selectin antagonist compounds of formula (I)) and pharmaceutical compositions comprising at least one of the same. The compounds of the present disclosure include trisaccharide domain mimics comprising at least one macro

Dibutyltin oxide mediated diastereoselective cyclodehydration/sulfonylation of 1,2,4-triols

Dibutyltin oxide (Bu2SnO) mediated cyclodehydration or sulfonylation of 1,2,4-triols is predictably diastereoselective depending on the steric bulk of the substituents at C4. A larger difference (ΔA-value >1 kcal/mol) leads to the syn-1,2,4-triols favouring cyclodehydration (78-85%) to form 3-hydroxytetrahydrofurans, with the anti-1,2,4-triols favouring monosulfonylation (66-87%). Triols from symmetrical ketones preferentially undergo cyclodehydration in high yield (>75%) due to a gem-disubstituent effect. Thus, the 1,2,4-triols derived from simple cyclic ketones also favour cyclodehydration to form spirocyclic 3-hydroxytetrahydrofurans in 72-79% yields.

E-SELECTIN ANTAGONISTS MODIFIED BY MACROCYCLE FORMATION TO THE GALACTOSE

Provided herein are glycomimetic E-selectin antagonist compounds of formula (I)) and pharmaceutical compositions comprising at least one of the same. The compounds of the present disclosure include trisaccharide domain mimics comprising at least one macro

A new strategy for the synthesis of crucigasterin A, and cytotoxic activity of this compound and its related analogues

Stereoselective total synthesis of bioactive marine natural product crucigasterin A has been accomplished from commercially available and inexpensive l-(-)-malic acid as a starting material. Julia olefination and chelation controlled Grignard additions are the key steps involved in the present synthesis. Cytotoxic properties of crucigasterin A and its related analogues crucigasterins B and D have been evaluated. Crucigasterin A showed promising activities against both the human cervical cancer cell line and human breast adenocarcinoma cell line.

Transition-metal-free reactions of boronic acids: 1,3-stereochemical induction in the substrate-controlled conjugate addition

The substrate-controlled 1,3-stereoselective conjugate addition of boronic acids and potassium trifluoroborates under metal-free conditions has been developed. This reaction affords bicyclic acetals, which have been used as key intermediates in the stereodivergent synthesis of polysubstituted tetrahydropyrans.

A macrolactonisation approach to the cembrane carbocycle of bielschowskysin

By judicious choice of a conformationally constraining unit to predispose cyclisation to a 15-membered ring, we present a straightforward strategy to a cembranolide precursor of bielschowskysin by the Sonogashira coupling of two readily prepared fragments (from d-glucose and l-malic acid) followed by a facile β-acylketene macrolactonisation reaction.