205518-27-0

Basic information

• Product Name: Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester (3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
• Synonyms: Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester (3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
• CAS NO: 205518-27-0
• Molecular Weight: 1031.21
• Mol File: 205518-27-0.mol

Chemical Properties

• CAS DataBase Reference: Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester (3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester (3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester(205518-27-0)
• EPA Substance Registry System: Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester (3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester(205518-27-0)

Safety Data

• Hazardous Substances Data: 205518-27-0(Hazardous Substances Data)

Upstream product

• 19488-48-3 methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 176787-45-4 Imidazole-1-carboxylic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 

Downstream Products

• 194208-51-0 methyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-D-galactopyranosyl)-α-D-glucopyranoside 

Relevant articles and documents

An α-selective glycosylation via decarboxylation of mixed carbonate catalyzed by the combination of lewis acid and silver perchlorate

A catalytic amount of SnCl4-AgClO4 or Cp2HfCl2-2AgClO4 promoted decarboxylation of the 1-O-carbonates of the sugars to afford the α-glycosides stereoselectively. In this glycosylation reaction, the carbonate acts a leaving group of the glycosyl donor and also a cap of hydroxyl group in the acceptor alcohol.

A novel intramolecular decarboxylative glycosylation via mixed carbonate

A two-step glycosylation procedure, which involves (1) linking two sugars by using carbonate as a connector, (2) removing carbon dioxide to form a glycosidic bond by the aid of Lewis acid, has been developed. This glycosylation procedure was based on the opposite mode of connection, where a glycosyl acceptor was activated to link sugars.