Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition. 10034-20-5, Name is (2S,3R,4R,5S,6R)-6-(Acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate hydrochloride, molecular formula is C14H22ClNO9. In a Article，once mentioned of 10034-20-5, category: Tetrahydropyrans
The application of the 2-(chloroacetoxymethyl)benzoyl (CAMB) group to the O-protection of position 2 in glycosyl donors is described.Saponification of the phthalide and subsequent chloroacetylation of 2-(hydroxymethyl)benzoic acid (1) gave 2-(chloroacetoxymethyl)benzoic acid (2).Treatment of 2 with thionyl chloride afforded the acyl chloride 3.Acylation of O-2 of 1,3,4,6-tetra-O-acetyl-alpha-D-glucopyranose (4a), galactopyranose (4b) and of the amino group of 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucopyranose (4c) afforded the fully protected pyranose derivatives 5a-c in high yields.Compounds 5a and 5b were converted with HBr in acetic acid into the corresponding 2-O-CAMB-protected bromides 6a, b in excellent yields.Silver trifluoromethanesulfonate promoted glycosylation of the latter with 2-hydroxyethyl benzoate yielded the beta-glycosides 8a (74percent) and 8b (69percent).Direct activation of the glucosamine derivative 5c with ferric chloride gave the glucoside 8c (54percent).Furthemore, the galactosyl bromide 6b was coupled with methyl 2,3,4-tri-O-benzoyl-beta-D-glucopyranoside (11) affording the 2′-O-CAMB-protected methyl glycoside disaccharide 12 (63percent).Similarly, condensation of the glucosyl bromide 6a with 4a gave the beta-(1–>2)-linked disaccharide 13 (45percent).Treatment of compounds 8a and 13 with thiourea resulted in the deblocked glycosides 9a and 14.Similar deprotection of 8b gave 2-benzoyloxyethyl 3,4,6-tri-O-acetyl-beta-D-galactopyranoside (9b) and the 2-O-<2(hydroxymethyl)benzoyl> derivative 10.Reaction of 8c with thiourea afforded solely the dechloroacetylated glucoside 9c. – Key Words: Glycosylation / Protecting groups / Benzoyl, 2-chloroacetoxymethyl-
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Quality Control of: (2S,3R,4R,5S,6R)-6-(Acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate hydrochloride, you can also check out more blogs about10034-20-5
Reference：
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics