76870-86-5

Basic information

• Product Name: 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-glucoside
• CAS NO: 76870-86-5
• Molecular Weight: 452.458
• Mol File: 76870-86-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-glucoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-glucoside(76870-86-5)
• EPA Substance Registry System: 2-phenylethyl 2,3,4,6-tetra-O-acetyl-α-glucoside(76870-86-5)

Safety Data

• Hazardous Substances Data: 76870-86-5(Hazardous Substances Data)

Upstream product

• 14861-16-6 2-phenylethyl-β-D-glucopyranoside 
• 108-24-7 acetic anhydride 
• 100-66-3 methoxybenzene 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 60-12-8 2-phenylethanol 
• 604-69-3 β-D-glucose pentaacetate 
• 604-68-2 α-D-glucopyranose peracetylate 
• 13035-49-9 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl iodide 
• 83-87-4 D-glucose pentaacetate 
• 157242-09-6 2-phenylethyl α/β-glucoside 
• 6919-96-6 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 1464-44-4 phenyl-β-D-glucopyranoside 

Downstream Products

• 1436383-92-4 2-phenylethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-β-D-glucopyranoside 
• 1436383-91-3 2-phenylethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 911817-13-5 2-phenylethyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 14861-16-6 2-phenylethyl-β-D-glucopyranoside 

Relevant articles and documents

Synthesis, characterization and application study of two glycosides as flavour precursors

Two glycosides of benzyl alcohol and phenethyl alcohol as flavour precursors have been synthesized and their structures were characterized by IR, 1H NMR spectra and ESI-MS. Their pyolysis products are investigated by the on-line pyrolysis gas chromatography-mass spectroscopy. Their transfer efficiency from tobacco to cigarette smoke was determined for evaluation of its possibility of application.

Synthesis, biological activity of salidroside and its analogues

Salidroside is a phenylpropanoid glycoside isolated from Rhodiola rosea L., a traditional Chinese medicinal plant, and has displayed a broad spectrum of pharmacological properties. In this paper, about 18 novel salidroside analogues were prepared through Koenigs-Knorr method, the effects of these compounds over PC12 was assessed with the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. The novel compounds differ in the substituents attached to the benzene ring or in the glycosyl donor. According to the data, compounds (3,5-dimethoxyphenyl)methyl β-D-glucopyranoside and (3,5-dimethoxyphenyl) methyl β-D-galactopyranoside with methoxy group at 3 and 5-positions of the benzene ring were the most viability at concentration of 300 μmol/l and 60 μmol/l, respectively.

GC-MS characterization of acetylated β-D-glucopyranosides: Transglucosylation of volatile alcohols using almond β-glucosidase

β-D-Glucopyranosides of pentan-1-ol, (±)-pentan-2-ol, hexan-1-ol, octan-1-ol, benzyl alcohol, 2-phenylethanol, (±)-2-phenyl- propan-1-ol, 3-phenyl-propan-1-ol, geraniol and nerol were synthesized by transglucosylation of the respective alcohols with cellobiose using almond β-glucosidase. The reaction was carried out in acetonitrile with acetate buffer (vol. ratio 9:1), with the yields 14.4-45.0 %. Transglucosylation was not enantioselective. The products were characterized by GC-MS analysis of prepared tetraacetyl glucosides. Fragment ion characteristics of the aglucone moiety are present in all mass spectra, along with the fragments obtained from acetylated glucose. Acetylated glucosides are separable on HP-101 column (even diastereomeric tetraacetyl β-glucosides of enantiomeric alcohols).