113019-35-5

Upstream product

• 95843-67-7 2,3-Didehydro-2,3-didesoxy-α-D-erythro-(phenyl-hexosid) 
• 100-44-7 benzyl chloride 
• 108-95-2 phenol 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 100-51-6 benzyl alcohol 
• 2873-29-2 D-glucal triacetate 
• 62398-09-8 Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-phenoxy-3,6-dihydro-2H-pyran-3-yl ester 

Downstream Products

• 142467-10-5 1-((2S,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-2H-pyran-2-yl)-1H-imidazole 
• 142467-11-6 1-((2R,5S,6R)-5-(benzyloxy)-6-(benzyloxymethyl)-5,6-dihydro-2H-pyran-2-yl)-1H-imidazole 
• 119367-03-2 ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2-nitro-2-(ethoxycarbonyl)acetate 
• 119367-04-3 ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2-nitro-2-(ethoxycarbonyl)acetate 
• 142467-14-9 9-((2R,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-2H-pyran-2-yl)-9H-purin-6-ylamine 
• 142467-13-8 9-((2S,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-2H-pyran-2-yl)-9H-purin-6-ylamine 
• 142467-12-7 9-((2S,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-2H-pyran-2-yl)-6-chloro-9H-purine 
• 119366-97-1 ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2-(ethoxycarbonyl)acetate 
• 119366-98-2 ethyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2-(ethoxycarbonyl)acetate 
• 119367-00-9 3-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-3-acetylpropanone 
• 119366-99-3 3-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-3-acetylpropanone 
• 142467-15-0 1-((2S,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-2H-pyran-2-yl)-1H-pyrimidine-2,4-dione 
• 142549-02-8 1-((2R,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-2H-pyran-2-yl)-1H-pyrimidine-2,4-dione 
• 119367-01-0 methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate 

Relevant academic research and scientific papers

FeCl3/C as an efficient catalyst for Ferrier rearrangement of 3,4,6-tri-O-Benzyl-D-glucal

FeCl3/C was used as an efficient and convenient promoter for glycosylation through Ferrier-type rearrangement of 3,4,6-tri-O-benzyl-D-glucal, which is a relatively unreactive substrate for this type of reaction. The method was applicable to a w

Y(OTf)3 as a highly efficient catalyst in Ferrier Rearrangement for the synthesis of O- and S-2,3-unsaturated glycopyranosides

By using Y(OTf)3 as the catalyst, a series of 2,3-unsaturated-glucosides have been synthesized from 3,4,6-tri-O-acetyl-d-glucal, 3,4-di-O-acetyl-l-rhamnal, and 3,4,6-tri-O-benzyl-d-glucal under mild reaction conditions in good yields with high anomeric selectivities. It was found that, in this reaction, 3,4,6-tri-O-benzyl-d-glucal behaved differently from the other two glucals when it was reacted with phenol, O-benzyl glucoside instead of O-phenyl glucoside formed as the sole product. An explanation is given for this phenomenon.

NaHSO4 supported on silica gel: An alternative catalyst for Ferrier rearrangement of glycals

NaHSO4 supported on silica gel catalyses the Ferrier rearrangement reaction of 3,4,6-tri-O-acetyl-d-glucal with alcohols and thiols to give the corresponding 2,3-unsaturated glycosides in high anomeric selectivity and good to excellent yield in short reaction time.

Palladium(0)-Based Approach to Functionalized C-Glycopyranosides

Phenyl 4,6-di-O-benzyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside 4α or 5β reacts with ethyl malonate, acetylacetone, methyl acetylacetate, ethyl nitroacetate, and ethyl nitromalonate under neutral conditions in the presence of Pd(0) to give regiospecifica