76647-70-6

Basic information

• Product Name: L-5-DEOXY-ARABINONO-1,4-LACTONE
• Synonyms: L-5-DEOXY-ARABINONO-1,4-LACTONE;5-Deoxy-L-arabino-1,4-lactone;5-Deoxy-L-arabonic acid 1,4-lactone;L-Arabinonic acid;5-Deoxy-L-arabinonic acid gamma-lactone
• CAS NO: 76647-70-6
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.11
• Mol File: 76647-70-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-5-DEOXY-ARABINONO-1,4-LACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: L-5-DEOXY-ARABINONO-1,4-LACTONE(76647-70-6)
• EPA Substance Registry System: L-5-DEOXY-ARABINONO-1,4-LACTONE(76647-70-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 76647-70-6(Hazardous Substances Data)

Upstream product

• 1242648-13-0 (2R,3S,4S)-2,3,4-triacetoxypentanoic acid 
• 141314-94-5 (2R,3R)-methyl 4-chloro-4-oxo-2,3-dipivaloxybutanoate 
• 184430-09-9 (2R,3R)-2,3-Bis-(2,2-dimethyl-propionyloxy)-4-oxo-butyric acid methyl ester 
• 75-16-1 methylmagnesium bromide 
• 184430-10-2 2,2-Dimethyl-propionic acid (2S,3S,4R)-4-(2,2-dimethyl-propionyloxy)-2-methyl-5-oxo-tetrahydro-furan-3-yl ester 
• 116490-93-8 (E)-(4S)-4-benzyloxymethoxypent-2-enoic acid methyl ester 
• 112489-57-3 (E)-(S)-[MeCH(OCH₂C₆H₅)CHCHCO₂Me] 
• 113034-36-9 ethyl (2E,4S)-4-<(benzyl)oxy>-2-pentenoate 
• 3615-41-6 L-Rhamnose 
• 13039-56-0 5-deoxy-L-arabinose 
• 49694-62-4 D-5-deoxy-lyxose 

Downstream Products

• 76599-90-1 (2R,3S,4S)-2,3,4-Trihydroxy-pentanoic acid benzylamide 
• 93978-94-0 5-deoxy-L-arabinose 
• 5348-89-0 O²,O⁴;O³,O⁵-((SR,RS)-dibenzylidene)-DL-1-deoxy-ribitol 
• 7226-55-3 Tetraacetyl-5-desoxy-DL-ribit 
• 76599-88-7 (1R,4R,5R)-3-Benzyl-4-methyl-6-oxa-3-aza-bicyclo[3.1.0]hexan-2-one 
• 76599-87-6 (1S,4R,5S)-3-Benzyl-4-methyl-6-oxa-3-aza-bicyclo[3.1.0]hexan-2-one 
• 76599-82-1 Methanesulfonic acid (S)-1-((4R,5R)-5-benzylcarbamoyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester 
• 76599-84-3 (4R,5S)-5-(1-Benzylamino-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzylamide 
• 76599-86-5 Methanesulfonic acid (2R,3S,4R)-1-benzyl-4-hydroxy-2-methyl-5-oxo-pyrrolidin-3-yl ester 
• 76599-81-0 (4R,5S)-5-((S)-1-Hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzylamide 
• 76599-85-4 (3R,4S,5R)-1-Benzyl-3,4-dihydroxy-5-methyl-pyrrolidin-2-one 
• 76599-89-8 (3S,4S,5R)-1-Benzyl-4-hydroxy-3,5-dimethyl-pyrrolidin-2-one 
• 97466-38-1 1,2,3,4-pentanetetrol 

Relevant articles and documents

Optically Pore Dihydroxy γ-Alkylated γ-Butyrolactones Starting from L-Tartaric Acid: Application to Formal and Total Syntheses of Natural Products

A general and efficient preparation of epimeric optically pure γ-butyrolactones 2 and 3 is described starting from L-tartaric acid (1). These lactones are well-known to be important building blocks in the syntheses of natural products. L-Tartaric acid (1) was transformed into carbonylated chirons (ketones 4 and aldehyde 5). These chirons, when submitted to highly stereoselective reactions (reduction or organometallic addition), led to epimeric dihydroxy γ-butyrolactones 2 and 3 after lactonization and deprotection steps. The resulting optically pure lactones are precursors of biological compounds and have allowed a total synthesis of L-biopterin and formal syntheses of quercus lactone, dodecanolactone, avenaciolide, and tetrahydrocerulenin.

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Studies on the generation of enolate anions from butane-2,3-diacetal protected glycolic acid derivatives and subsequent highly diastereoselective coupling reactions with aldehydes and acid chlorides

Highly diastereoselective coupling reactions of enolates derived from butane-2,3-diacetal protected glycolic acids 1 and 2 and their alkylated derivatives with aldehydes are reported together with their efficient acid-catalysed deprotection to yield enant

Total synthesis of L-biopterin from L-tartaric acid via 5-deoxy-L-arabinose

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