5346-78-1

Basic information

• Product Name: (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate
• Synonyms: (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate;L-Arabinitol pentaacetate
• CAS NO: 5346-78-1
• Molecular Formula: C₁₅H₂₂O₁₀
• Molecular Weight: 362.3292
• Mol File: 5346-78-1.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 396.5°Cat760mmHg
• Flash Point: 170.2°C
• Appearance: /
• Density: 1.229g/cm³
• Vapor Pressure: 1.7E-06mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate(5346-78-1)
• EPA Substance Registry System: (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate(5346-78-1)

Safety Data

• Hazardous Substances Data: 5346-78-1(Hazardous Substances Data)

Usage

General Description

(2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate is a chemical compound with the molecular formula C14H24O10. It is a pentaester derivative of pentanepentol, a pentol with five hydroxyl groups. The (2S,4S) prefix indicates that the compound has two stereocenters, and the S configuration indicates the absolute configuration of the stereocenters. As a pentaacetate, it is formed by the reaction of pentanepentol with acetic anhydride, resulting in the substitution of all five hydroxyl groups with acetyl groups. (2S,4S)-1,2,3,4,5-Pentanepentol pentaacetate has potential applications in organic synthesis and chemical research, as well as in the pharmaceutical and biotechnology industries.

InChI:InChI=1/C15H22O10/c1-8(16)21-6-13(23-10(3)18)15(25-12(5)20)14(24-11(4)19)7-22-9(2)17/h13-15H,6-7H2,1-5H3

Upstream product

• 7643-75-6 L-(-)-arabitol 
• 108-24-7 acetic anhydride 
• 17073-88-0 2.3.5-Tri-O-benzyl-L-lyxofuranose 
• 5328-37-0 L-arabinose 
• 106214-04-4 Acetic acid (1R,2S)-2,3-diacetoxy-1-((S)-1-acetoxy-2-hydroxy-ethyl)-propyl ester 
• 110537-94-5 methyl 2,3,4-tri-O-acetyl-(5S)-5-tert-butyloxycarbonylamino-β-L-arabinopyranoside 
• 13942-76-2 (2S,3R)-1,2,3,5-pentanetetraol 
• 3891-59-6 Penta-O-acetyl-aldehydo-D-glucose 
• 488-82-4 D-Arabitol 
• 18524-23-7 DL-erythro-pentene-⁽¹⁾-triol-(3.4.5)-triacetate 
• 6018-27-5 1,2,3,4,5-pentapentanol 
• 127-08-2 potassium acetate 
• 64-19-7 acetic acid 
• 85716-56-9 rel-(2R,3R,4R)-1,2,5-triacetoxy-3,4-epoxypentane 

Downstream Products

• 87-99-0 XYLITOL 

Relevant articles and documents

A novel low-molecular-mass pumpkin polysaccharide: Structural characterization, antioxidant activity, and hypoglycemic potential

The novel natural low-molecular-mass polysaccharide (SLWPP-3) from pumpkin (Cucurbia moschata) was separated from the waste supernatant after macromolecular polysaccharide production and purified using a DEAE cellulose-52 column and gel-filtration chromatography. Chemical and instrumental studies revealed that SLWPP-3 with a molecular mass of 3.5 kDa was composed of rhamnose, glucose, arabinose, galactose and uronic acid with a weight ratio of 1: 1: 4: 6: 15, and primarily contained →3,6)-β-D-Galp-(1→, →4)-α-GalpA-(1→(OMe), →4)-α-GalpA-(1→, →2,4)-α-D-Rhap-(1→, →3)-β-D-Galp-(1→, →4)-α-D-Glcp, and →4)-β-D-Galp residues in the backbone. The branch chain passes were connected to the main chain through the O-4 atom of glucose and O-3 atom of arabinose. Physiologically, the ability of SLWPP-3 to inhibit carbohydrate-digesting enzymes and DPPH and ABTS radicals, as well as protect pancreatic β cells from oxidative damage by decreasing MDA levels and increasing SOD activities, was confirmed. The findings elucidated the structural types of pumpkin polysaccharides and revealed a potential adjuvant natural product with hypoglycemic effects.

Chemical synthesis method of L-xylose

The invention discloses a novel chemical synthesis method of L-xylose. According to the novel chemical synthesis method, 2, 2-dimethoxypropane protects hydroxyl of L-(-)2,3-dihydroxypropionaldehyde, and then a product is coupled with (1-bromovinyl)trimethylsilane so as to establish a basic framework of a target product; after production of 99% of ee is guaranteed by a sharpless epoxidation or Jacobsen-Katsuki expoxidation method, a three-membered ring is opened by protecting groups to guarantee that the configuration thereof is unchanged; then, the hydroxyl group produced by selectively removing one protecting group is oxidized into an aldehyde group; finally, the remaining protecting groups are removed to obtain the target product L-xylose, and the total yield is 46-48%. By the novel chemical synthesis method, the condition is mild, raw materials are cheap and easy to obtain, and a synthesis thought and the synthesis method are provided for chemical synthesis of a series of aldoses.

Isolation, purification and structural characterization of a water-soluble polysaccharide HM41 from Halenia elliptica D. Don

A water-soluble polysaccharide, HM41, was obtained from Halenia elliptica D. Don by acidic ethanol fractionation and gel filtration. Its homogeneity was confirmed by chromatography using multiple systems. HM41 was composed of rhamnose (Rha), arabinose (Ara), xylose (Xyl), mannose (Man), galactose (Gal), glucose (Glc) with a molar ratio of 1.0:5.5:1.8:3.0:9.4:21. The average molecular weight of HM41 was approximately 1.17 × 104. Periodate oxidation, Smith degradation, methylation and GC, IR, NMR, XRD, GC-MS analysis were used for the structural analysis of HM41. Its main chain was composed mainly of β-(1 → 4)Gal, β-(1 → 4)Glc and β-(1 → 6)Glc. β-(1 → 4)Gal were substituted at 6-O and on average there were 14 branches among 23 main chain residues; (1 → 4)Glc had no branch; (1 → 6)Glc were substituted at 3-O and on average there were 9 branches among 14 main chain residues. The side chain was composed of (1 → 3,6)-Rha, (1 → 4)/(1 → 5)-Ara, (1 → 4)/(1 → 5)-Xyl, (1 → 4,6)-Man and (1 → 2)-Glc. The terminal residue was composed of Ara, Xyl, Man, Gal, and Glc. Then, we demonstrated that HM and HM41 had strong scavenging activities in vitro hydroxyl. Overall, HM and HM41 may have potential applications in the antioxidants for medical and food industry.