131613-93-9

Usage

Uses

Used in Pharmaceutical Industry:
Tert-butyl (4S)-4-(S)-hydroxy[(2S)-5-oxo-2,5-dihydrofuran-2-yl]methyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate is used as a building block for the synthesis of various bioactive compounds due to its complex molecular structure and functional groups. Its potential as a precursor in the development of new pharmaceuticals is significant, as it can be incorporated into the design of novel drugs with specific therapeutic properties.
Used in Drug Discovery:
Tert-butyl (4S)-4-(S)-hydroxy[(2S)-5-oxo-2,5-dihydrofuran-2-yl]methyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate is used as a potential drug candidate for further research and investigation. Its unique structure and properties may contribute to the development of new therapeutic agents, particularly in the area of medicinal chemistry. tert-butyl (4S)-4-(S)-hydroxy[(2S)-5-oxo-2,5-dihydrofuran-2-yl]methyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate's potential as a lead compound in drug discovery programs requires additional studies to understand its pharmacological profile and therapeutic potential.
Further research and investigation into the properties and potential applications of this chemical compound are necessary to explore its full capabilities and benefits. This includes understanding its interactions with biological targets, its metabolic profile, and its potential for use in the treatment of various diseases and conditions.

Upstream product

• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Downstream Products

• 136489-91-3 Methyl 1,2,3,4-Tetra-O-acetyl-6-deoxy-6-<(tert-butoxycarbonyl)amino>-α-L-glycero-L-talo-heptopyranuronate 
• 136523-34-7 (R)-tert-Butoxycarbonylamino-((2S,3S,4S,5S,6R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-yl)-acetic acid methyl ester 
• 136598-84-0 (S)-2,2-Dimethyl-4-((2S,3S,4S,5S,6R)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-yl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 136597-85-8 (S)-2,2-Dimethyl-4-[(S)-((2S,3S,4S)-5-oxo-3,4-bis-trimethylsilanyloxy-tetrahydro-furan-2-yl)-trimethylsilanyloxy-methyl]-oxazolidine-3-carboxylic acid tert-butyl ester 
• 136597-88-1 1,2,3,4-Tetra-O-acetyl-6,7-N,O-isopropylidene-6-deoxy-6-<(tert-butoxycarbonyl)amino>-α-L-glycero-L-talo-heptopyranose 
• 136597-86-9 2,3,5-Tris-O-(trimethylsilyl)-6,7-N,O-isopropylidene-6-<(tert-butoxycarbonyl)amino>-6-deoxy-L-glycero-L-talo-heptono-1,4-lactone 

Relevant academic research and scientific papers

Total Synthesis of 6-Deoxy-6-aminoheptopyranuronic Acid Derivatives

Two enantio couples of terminal C-glycoyranosyl α-amino acids, namely the aminopyranuronic acid, L-9, D-9 and L-10, D-10, hve been synthesized from serine-derived pair L-2, D-2 by exploiting enantiomerically pure butenolide intermediates 3 and 4.The key synthetic steps involved the sequential antiselective cis dihydroxylation of the butenolide double bond and the clean furaose-to-pyranose ring expansion to construct the sugar skeleton with the proper stereochemistry.In our best performance, homogeneous L-9 was prepared from L-2 in four steps and 10 reactions in 20percent overall yield.

Highly Stereocontrolled Total Synthesis of 6-Deoxy-6-aminoheptopyranuronic Acid Derivatives

An extremely selective synthesis of two novel α-aminouronic acids, the enantio-pair D-10 and L-10, through the butenolide intermediates D-2 and L-2 is described.

THE FOUR-CARBON ELONGATION OF THREE-CARBON CHIRAL SYNTHONS USING 2-(TRIMETHYLSILOXY)FURAN: HIGHLY STEREOCONTROLLED ENTRY TO ENANTIOMERICALLY PURE SEVEN-CARBON α,β-UNSATURATED 2,3-DIDEOXYALDONOLACTONES

The BF3-promoted addition of 2-(trimethylsiloxy)furan to three carbon synthons derived from D- and L-glyceraldehyde, D- and L-serinal, and imines thereof furnishes C7 α,β-unsaturated 2,3-dideoxy-aldonolactone derivatives in high yield, with very high level of diastereoselection.In all the cases, compounds having 4,5-threo:5,6-erythro relative stereodisposition preferentially emerge from the reactions, accompanied by only marginal amounts of 4,5-erythro:5,6-threo epimers.An empirical rule for the rapid assignment of the configuration at C-4 (γ-carbon) of γ-substituted unsaturated and saturated β-butyrolactones is given, based upon the sign of the optical rotation values.