90164-70-8

Basic information

• Product Name: methyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside
• Synonyms: methyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside
• CAS NO: 90164-70-8
• Molecular Weight: 310.347
• Mol File: 90164-70-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside(90164-70-8)
• EPA Substance Registry System: methyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside(90164-70-8)

Safety Data

• Hazardous Substances Data: 90164-70-8(Hazardous Substances Data)

Upstream product

• 25019-69-6 methyl 4-O-benzyl-α-L-rhamnopyranoside 
• 78-39-7 Triethyl orthoacetate 
• 14917-55-6 methyl 6-deoxy-α-L-mannopyranoside 
• 1445-45-0 Trimethyl orthoacetate 

Downstream Products

• 137438-90-5 Methyl 2-O-acetyl-4-O-benzyl-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside 
• 101528-45-4 methyl 2-O-acetyl-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside 
• 137438-99-4 Methyl 2-O-acetyl-4-O-benzyl-3-O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-α-L-rhamnopyranoside 
• 137439-01-1 Methyl 2-O-acetyl-4-O-benzyl-3-O-(2,3,4-tri-O-benzoyl-α-L-fucopyranosyl)-α-L-rhamnopyranoside 
• 157364-08-4 methyl-2-O-acetyl-3-O(3-O-allyl-2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside 
• 157364-09-5 methyl 2-O-acetyl-4-O-benzyl-3-O-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside 
• 157364-12-0 methyl 2-O-acetyl-4-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(2,3,4-tri-O-benzyl-α-D-glucopyrpyranosyluronic acid)-α-D-galactopyranosyl>-α-L-rhamnopyranoside 
• 157364-11-9 methyl 2-O-acetyl-4-O-benzyl-3-O-<2,4,6-tri-O-benzyl-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-galactopyranosyl uronate)-α-D-galactopyranosyl>-α-L-rhamnopyranoside 
• 137439-03-3 Methyl 4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-2-O-(2,3,4-tri-O-benzoyl-α-L-fucopyranosyl)-α-L-rhamnopyranoside 
• 135129-71-4 Methyl 2-O-acetyl-3-O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-α-L-rhamnopyranoside 
• 135129-61-2 Methyl 4-O-benzoyl-3-O-(2,3,4-tri-O-benzoyl-β-L-fucopyranosyl)-α-L-rhamnopyranoside 
• 137439-00-0 C₄₃H₄₂O₁₄ 
• 137439-12-4 C₆₀H₆₀O₂₂ 
• 139921-54-3 Methyl 4-O-benzoyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside 

Relevant articles and documents

A simple one-pot method for the synthesis of partially protected mono- and disaccharide building blocks using an orthoesterification-benzylation-orthoester rearrangement approach

A simple one-pot method is reported for making partially protected glycosyl acceptors from O-methyl or S-alkyl/aryl glycosides of D-glucose, D-galactose, D-arabinose, L-rhamnose, L-fucose and lactose via orthoester formation, benzylation and selective hydrolysis.

Synthesis of some di- and trisaccharides related to the repeating unit of the K-antigen from Klebsiella type 55

Methyl 3-O-α-D-galactopyranosyl-α-L-rhamnopyranoside (6), methyl 2-O-acetyl-3-O-α-D-galactopyranosyl-α-L-rhamnopyranoside (10) and methyl 2-O-acetyl-3-O-(3-O-α-D-glucopyranosyluronic acid-α-D-galactopyranosyl)-α-L-rhamnopyranoside (14) have been synthesis

Strategies for the Synthesis of Branched Oligosaccharides of the Shigella flexneri 5a, 5b, and Variant X Serogroups Employing a Multifunctional Rhamnose Precursor

Allylation of methyl-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (4) using allyl trichloroacetimidate under mildly acidic conditions provides the multifunctional rhamnose derivative (7).Glycosylation of the vicinal O-2 and O-3 positions of this derivative in either sequence permitted the synthesis, in good yield, of a branched trisaccharide (24) corresponding to a crucial portion of the Shigella flexneri variant X O-antigen.The flexibility of the derivative (7) was further demonstrated by the synthesis of a tetrasaccharide (36) containing the branch point of the S. flexneri serogroup 5a antigen.Attempts to synthesize the pentasaccharide(39) corresponding to the branched S. flexneri serogroup 5b antigen were hampered by the low yields and poor stereospecifity of the α-glucosylation reactions.