172949-28-9

Basic information

• Product Name: Ethyl 4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside
• Synonyms: Ethyl 4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside
• CAS NO: 172949-28-9
• Molecular Weight: 342.413
• Mol File: 172949-28-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Ethyl 4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside(172949-28-9)
• EPA Substance Registry System: Ethyl 4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside(172949-28-9)

Safety Data

• Hazardous Substances Data: 172949-28-9(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 

Downstream Products

• 172949-30-3 Methyl O-<2,3-di-O-benzoyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl>-(1->4)-2,3-di-O-benzoyl-α-L-fucopyranoside 
• 172949-31-4 Methyl O-<2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosyl>-(1->4)-2,3-di-O-benzoyl-α-L-fucopyranoside 
• 172949-29-0 Ethyl 2,3-di-O-benzoyl-4,6-O-(4-methoxybenzylidene)-1-thio-β-D-glucopyranoside 

Relevant articles and documents

Three Solvent-Free Catalytic Approaches to the Acetal Functionalization of Carbohydrates and Their Applicability to One-Pot Generation of Orthogonally Protected Building Blocks

Three alternative protocols were developed to carry out the selective installation of acetal groups on carbohydrates and polyols under mildly acidic, solvent-free conditions. One protocol is based on a diol/aldehyde condensation at room temperature, with an acetolysis process serving for the activation of the carbonyl component. A second approach is based on an orthoester-mediated activation of the carbonyl component at high temperature. The third protocol is instead entailing a transacetalation mechanism. Combination of these methods allows a wide set of acetal-protected building blocks to be accessed in short times under very simple experimental conditions working under air. The scope of the latter two approaches was also extended to unusual one-pot synthetic sequences leading to concomitant Fischer glycosidation/acetal protection of reducing sugars.