350255-13-9

Basic information

• Product Name: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
• Synonyms: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
• CAS NO: 350255-13-9
• Molecular Weight: 260.287
• Mol File: 350255-13-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose(350255-13-9)
• EPA Substance Registry System: 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose(350255-13-9)

Safety Data

• Hazardous Substances Data: 350255-13-9(Hazardous Substances Data)

Upstream product

• 67337-61-5 3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 

Downstream Products

• 16667-96-2 O-[(3aR,5R,6S,6aR)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] methylsulfanylmethanethioate 
• 103526-79-0 1,2:5,6-Di-O-isopropylidene-3-O-(3'-phenylpropyl)-α-D-glucofuranose 
• 3219-55-4 N-benzylmethacrylamide 
• 103853-77-6 2-hydroxy-2-methyl-N-benzylpropanamide 
• 142061-49-2 2-(1,2:5,6-di-O-isopropylidene-D-glucofuranos-3-yloxy)-2-methyl-N-benzylpropanamide 
• 79384-20-6 (3aR,5R,6aR)-6-((2R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 2774-28-9 3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose 
• 84730-39-2 3-O-(N,N-dimethylcarbamoyl)-1,2:5,6-di-O-isopropylidene-α-D-glucose 
• 4239-73-0 Bis-<1.2:5.6-di-O-isopropyliden-α-D-glucofuranose>-3.3'-thionocarbonat 
• 16713-76-1 Dimethyl-thiocarbamic acid O-[(3aR,5R,6S,6aR)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl] ester 
• 4239-74-1 bis(1,2;5,6-di-O-isopropylidene-α-D-glucosyl)carbonate 
• 76548-23-7 tetrahydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[2,1-d]-1,3-oxazol-2-one 
• 64694-29-7 (3aR,5R,6S,6aR)-5-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furo[2,3-d][1,3]dioxole 
• 64694-29-7 (3aR,5R,6S,6aR)-5-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furo[2,3-d][1,3]dioxole 

Relevant articles and documents

(2-Benzyloxyphenyl)acetyl (BnPAc): A Participating Relay Protecting Group for Diastereoselective Glycosylation and the Synthesis of 1,2-trans Glycosyl Esters

The (2-benzyloxyphenyl)acetyl group has been identified as a new protecting group for hydroxyl functions. Various alcohols could be easily protected with high yields, and deprotection was achieved by a relay approach using Pd/H 2 in combination with 1,8-bis(dimethylamino)naphthalene, conditions that are orthogonal to ester groups. The new protecting group is stable in glycosylation reactions demonstrating an effective neighboring group participation leading to the exclusive formation of 1,2-trans glycosides and glycosyl esters.