14520-13-9

Basic information

• Product Name: L-Arabinitol, 3-O-methyl-, tetraacetate
• Synonyms: L-Arabinitol, 3-O-methyl-, tetraacetate
• CAS NO: 14520-13-9
• Molecular Formula: C₁₄H₂₂O₉
• Molecular Weight: 334.32
• Mol File: 14520-13-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-Arabinitol, 3-O-methyl-, tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: L-Arabinitol, 3-O-methyl-, tetraacetate(14520-13-9)
• EPA Substance Registry System: L-Arabinitol, 3-O-methyl-, tetraacetate(14520-13-9)

Safety Data

• Hazardous Substances Data: 14520-13-9(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 108-24-7 acetic anhydride 
• 104826-45-1 p-nitrophenyl 2-O-benzyl-5-O-triphenylmethyl-β-D-ribofuranoside 
• 64-19-7 acetic acid 
• 114099-54-6 sarasinoside A₁ 
• 74-88-4 methyl iodide 
• 114066-50-1 sarasinoside B₁ 
• 488-82-4 D-Arabitol 
• 73543-86-9 1,2:4,5-di-O-isopropylidene-D-arabinitol 
• 14520-42-4 O³-methyl-L-arabinitol 
• 58902-05-9 methyl 3-O-methyl-α-L-arabinopyranoside 

Relevant articles and documents

Regio- and stereoselective cyclizations of dianhydro sugar alcohols catalyzed by a chiral (salen)CoIII complex

The (salen)CoIIIOAc ((R,R)-1 and (S,S)-1) catalyzed cyclizations of the chiral dianhydro sugars, 1,2:5,6-dianhydro-3,4-di-O-methyl-d-glucitol (2), 1,2:5,6-dianhydro-3,4-di-O-methyl-d-mannitol (3), 1,2:5,6-dianhydro-3,4-di- O-methyl-l-iditol (4)

Marine natural products. XXVIII. The structures of sarasinosides A1, A2, A3, B1, B2, B3, C1, C2, and C3, nine new norlanostane-triterpenoidal oligoglycosides from the palauan marine sponge Asteropus sarasinosum

The chemical structures of sarasinosides A1, A2, A3, B1, B2, B3, C1, C2, and C3, nine 30-norlanostane-triterpenoidal oligoglycosides isolated from the Palauan marine sponge Asteropus sarasinosum have been elucidated on the basis of chemical and physicochemical evidence. Sarasinosides A2 (2) and A3 (3) were shown to he the 7,9(11)-diene and 8,14-diene analogs of sarasinoside A1 (1), whereas sarasinosides B2 (7) and B3 (9) were the 7,9(11)-diene and 8,14-diene analogs of sarasinoside B1 (5), respectively. Similar structural correlations of sarasinosides C2 (6) and C3 (8) with sarasinoside C1 (4) were demonstrated. These sarasinosides characteristically contain one mole each of N-acetylglucosamine and N-acetylgalactosamine in their oligosaccharide moieties.

Structures of the Oat Root Resistance Factors to 'Take-All' Disease, Avenacins A-1, A-2, B-1 and B-2 and Their Companion Substances

It is shown that avenestergenins, having a 12-oxo group, are not true aglycones of the avenacin series: the latter are 12,13β-epoxides.Acid hydrolysis would be expected to lead to a 13α,12-ketone, not the 13β,12-ketone of the avenestergenins, and the chemistry of the process is modelled using the 12α,13α- and 12β,13β-epoxides from 3β-benzoyloxyolean-12-ene and isolating the 13α, and 13β,12-ketones.The former is readily converted into the latter under acid conditions similar to those employed for hydrolysis of the avenacins.Search of the oat extractives has resulted in isolation of the true free aglycone of the avenacin A-1 series, named epoxyavenagenin A-1.By combination of f.a.b. m.s., methylation, 13C and 1H n.m.r. techniques, the trisaccharide chain of all four avenacines is shown to be 4)>-2)>-α-L-arabinopyranosyl attached at the triterpene 3-β-hydroxy group.This completes structural and stereochemical details for avenacins A-1, A-2, B-1, and B-2.As minor components of healthy oat root extract, two compounds formulated as glucoavenacin A-1 and deglucoavenacin A-1 have been isolated.The latter is of particular interest as, along with bis-deglucoavenacin A-1, they are detoxified products of avenacin A-1 formed by the highly virulent Gaeumannomyces graminis var. avena which can attack oat roots.