209113-74-6

Basic information

• Product Name: 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside
• Synonyms: 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside
• CAS NO: 209113-74-6
• Molecular Weight: 1149.12
• Mol File: 209113-74-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside(209113-74-6)
• EPA Substance Registry System: 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside(209113-74-6)

Safety Data

• Hazardous Substances Data: 209113-74-6(Hazardous Substances Data)

Upstream product

• 209113-72-4 3,4,5-trimethoxyphenyl 6-O-(5-O-benzyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside 
• 209113-61-1 ethyl 6-O-(2,3-di-O-acetyl-5-O-benzyl-β-D-erythro-apiofuranosyl)-2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside 
• 209113-69-9 6-O-(2,3-di-O-acetyl-5-O-benzyl-β-D-erythro-apiofuranosyl)-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate 
• 209113-70-2 3,4,5-trimethoxyphenyl 6-O-(2,3-di-O-acetyl-5-O-benzyl-β-D-erythro-apiofuranosyl)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 245432-69-3 1,2,3-tri-O-acetyl-3-C-(benzyloxymethyl)-α/β-D-erythrofuranoside 
• 701-99-5 Phenoxyacetyl chloride 
• 642-71-7 3,4,5-trimethoxyphenol 
• 209113-60-0 ethyl 2,3-di-O-acetyl-3-C-(benzyloxymethyl)-1-thio-α/β-D-erythrofuranoside 
• 35784-51-1 ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside 
• 209113-73-5 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-5-O-benzyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside 

Downstream Products

• 209113-75-7 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-5-O-(3,4-di-O-acetylcaffeoyl)-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside 

Relevant articles and documents

An expeditious route to the synthesis of kelampayosides A and B

Chemoselective NIS/cat. TfOH-mediated glycosylation of ethyl 2,3,4-tri- O-benzoyl-1-thio-β-D-glucopyranoside (13) with ethyl 2,3-di-O-acetyl-5-O- benzyl-1-thio-α/β-erythro-apiofuranoside (4a) gave direct 14 in an excellent yield. BF3·Et2O-catalysed condensation of the α- trichloroacetimidate 31, accessible in two steps from 14, with 3,4,5- trimethoxyphenol gave β-linked derivative 32 followed by deprotection gave Kelampayoside A. Protecting group manipulations of 32 and subsequent caffeoylation of resulting 36 followed by deprotection gave Kelampayoside B.