40010-11-5

Basic information

• Product Name: methyl α-D-galactopyranoside 3-benzyl ether
• CAS NO: 40010-11-5
• Molecular Weight: 284.309
• Mol File: 40010-11-5.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: methyl α-D-galactopyranoside 3-benzyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: methyl α-D-galactopyranoside 3-benzyl ether(40010-11-5)
• EPA Substance Registry System: methyl α-D-galactopyranoside 3-benzyl ether(40010-11-5)

Safety Data

• Hazardous Substances Data: 40010-11-5(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 7664-93-9 sulfuric acid 
• 76419-48-2 methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 
• 67-64-1 acetone 
• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 2774-19-8 methyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 709-50-2 methyl beta-D-glucopyranoside 
• 6988-40-5 methyl 2,3-di-O-benzyl-β-D-glucopyranoside 
• 81348-19-8 methyl 2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranoside 
• 14155-23-8 methyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 129706-93-0 methyl 3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 

Downstream Products

• 156917-58-7 methyl 3-O-benzyl-4,6-O-prop-2-enylidene-β-D-glucopyranoside 
• 129706-93-0 methyl 3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 98056-57-6 methyl 2,4,6-tri-O-benzoyl-β-D-galactopyranoside 
• 198200-37-2 methyl 3-O-benzyl-6-deoxy-6-iodo-α-D-glucopyranoside 
• 614752-07-7 methyl-6-(tert-butyldimethylsilyloxy)-3-O-benzyl-α-D-galactopyranoside 
• 566197-67-9 methyl 2,4-di-O-acetyl-3-O-benzyl-6-deoxy-6-acetylamino-β-D-glucopyranoside 
• 80599-53-7 GlcNAcβ1→3-Galβ-methyl 
• 129031-02-3 methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnbopyranosyl)-β-D-galactopyranoside 
• 127753-88-2 methyl 3,6-di-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 
• 129031-03-4 methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 
• 127853-23-0 1,2,4,6-tetra-O-acetyl-3-O-benzyl-D-galactopyranose 
• 127853-24-1 2,4,6-tri-O-acetyl-3-O-benzyl-α-D-galactopyranosyl trichloroacetimidate 
• 127754-04-5 methyl 2,3-di-O-benzyl-4-O-(3-O-benzyl-β-D-galactopyranosyl)-β-L-rhamnopyranoside 
• 127754-05-6 methyl 2,3-di-O-benzyl-4-O-(3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-β-L-rhamnopyranoside 

Relevant articles and documents

Regio/site-selective alkylation of substrates containing a: Cis -, 1,2- or 1,3-diol with ferric chloride and dipivaloylmethane as the catalytic system

In this study, we reported the regio/site-selective alkylation of substrates containing a cis-, 1,2- or 1,3-diol with FeCl3 as a key catalyst. A catalytic system consisting of FeCl3 (0.01-0.1 equiv.) and dipivaloylmethane (FeCl3/dipivaloylmethane = 1/2) was used to catalyze the alkylation in the presence of a base. The produced selectivities and isolated yields were similar to those obtained by methods using the same amount of FeL3 (L = acylacetone ligand) as the catalyst in most cases. The previously reported FeL3 catalysts for alkylation are not commercially available and have to be synthesized prior to use. In contrast, FeCl3 and dipivaloylmethane (Hdipm) are very common and inexpensive nontoxic reagents in the lab, thereby making the method much greener and easier to handle. Mechanism studies confirmed for the first time that FeCl3 initially reacts with two equivalents of Hdipm to form [Fe(dipm)3] in the presence of a base in acetonitrile, followed by the formation of a five or six-membered ring intermediate between [Fe(dipm)3] and two hydroxyl groups of the substrate. A subsequent reaction between the cyclic intermediate and the alkylating agent results in selective alkylation of the substrate.

Regioselective alkylation of carbohydrates and diols: A cheaper iron catalyst, new applications and mechanism

As an extension of our previous research on the regioselective protection of carbohydrates and diols, we developed an iron catalyst, Fe(dibm)3 (dibm = diisobutyrylmethane), which has an unusually broad catalytic scope in the selective monoalkyl

A green and convenient method for regioselective mono and multiple benzoylation of diols and polyols

An efficient method for regioselective benzoylation of diols and polyols was developed. The benzoylation is catalyzed by only 0.2 equiv of benzoate anion in acetonitrile with the addition of a stoichiometric amount of benzoic anhydride under very mild condition, leading to high yields. Compared with all other methods, this method shows particular advantage in regioselective multiple benzoylation of polyols, and in avoiding the use of any metal-based catalysts and any amine bases, which is more environment-friendly.