136034-24-7

Basic information

• Product Name: (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylmethane
• Synonyms: (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylmethane
• CAS NO: 136034-24-7
• Molecular Weight: 422.432
• Mol File: 136034-24-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylmethane(CAS DataBase Reference)
• NIST Chemistry Reference: (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylmethane(136034-24-7)
• EPA Substance Registry System: (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylmethane(136034-24-7)

Safety Data

• Hazardous Substances Data: 136034-24-7(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 100-44-7 benzyl chloride 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 6921-34-2 benzylmagnesium chloride 
• 4196-35-4 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide 
• 67773-43-7 2,3,4,6-tetra-O-benzyl-α/β-D-glucopyranosyl bromide 
• 155590-31-1 (2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)phenylmethane 
• 133697-34-4 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 4451-36-9 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride 
• 136034-23-6 β-D-Glucopyranosylphenylmethane 
• 54423-54-0 2,3,4,6-Tetra-O-benzyl 1-O-p-nitrobenzoyl D-glucopyranoside 

Downstream Products

• 158419-81-9 (Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)phenylmethane 
• 158419-84-2 (Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-aminophenylmethane 
• 158419-85-3 (Methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4-retinamidophenylmethane 
• 158419-80-8 (2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-4-retinamidophenylmethane 
• 179119-49-4 (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)(4-nitrophenyl)methane 
• 1350930-36-7 (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)(2-nitrophenyl)methane 
• 6067-21-6 methyl 2,3,4,6-tetra-O-acetyl-D-gluconate 
• 161909-26-8 (2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-4-aminophenylmethane 
• 136034-23-6 β-D-Glucopyranosylphenylmethane 

Relevant articles and documents

Photochemical conversion of the o-nitrobenzyl-C-glucoside to a sugar lactone

A new family of activated glycosidic compounds has been designed and synthesized: (2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl)-2- nitrophenylmethane (1). It is stable in conditions commonly used for synthesis, and it can be converted to a sugar lactone der

REACTION OF GLYCOSYL HALIDES WITH BENZYL GRIGNARD REAGENTS: UNEXPECTED o-TOLYL ALKYLATION OF TETRA-O-ACETYLGLUCOPYRANOSYL BROMIDE AND DIRECT SYNTHESIS OF (β-GLYCOSYL)PHENYLMETHANES

The synthesis of (β-glycosyl)phenylmethanes by Grignard alkylation of glycosyl halides is investigated.Reaction of tetra-O-acetylglucopyranosyl bromide with benzylmagnesium chloride gave a good yield of a 3:1 mixture of 2-(β-D-glucopyranosyl)toluene and (β-glucosyl)phenylmethane.The requirement for an equatorial 2-acetoxy group and 6-acetoxymethyl group for the formation of the unexpected o-tolyl rearrangement product is explored by using xylosyl, mannosyl, and 2-deoxyglucosyl halides as substrates for the alkylation.Synthesis of (β-glucosyl)phenylmethane by alkylation of 2,3,4,6-tetra-O-benzylglucosyl bromide with benzylmagnesium chloride is also presented.