134698-99-0

Basic information

• Product Name: phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS NO: 134698-99-0
• Molecular Weight: 452.458
• Mol File: 134698-99-0.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(134698-99-0)
• EPA Substance Registry System: phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(134698-99-0)

Safety Data

• Hazardous Substances Data: 134698-99-0(Hazardous Substances Data)

Upstream product

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

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 
• 134733-76-9 2-phenylethyl α-D-mannopyranoside 

Relevant articles and documents

Facile preparation of α-glycosyl iodides by in situ generated aluminum iodide: Straightforward synthesis of thio-, seleno-, and o-glycosides from unprotected reducing sugars

A facile and practical protocol was developed for the synthesis of glycosyl iodides using AlI3 generated in situ from cheap aluminum metal and molecular iodine. Furthermore, in combination with iodine-catalyzed per-O-acetylation, sequential synthesis of per-acetylated glycosyl iodides, per-acetylated thioglycosides, selenoglycoside, and O-glycosides from unprotected reducing sugars was also achieved with complete diastereocontrol in a one-pot version. Supplemental material is available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

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).