88087-57-4

Basic information

• Product Name: methyl O³-benzoyl-α-D-galactoside
• Synonyms: methyl O³-benzoyl-α-D-galactoside
• CAS NO: 88087-57-4
• Molecular Weight: 298.293
• Mol File: 88087-57-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: methyl O³-benzoyl-α-D-galactoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl O³-benzoyl-α-D-galactoside(88087-57-4)
• EPA Substance Registry System: methyl O³-benzoyl-α-D-galactoside(88087-57-4)

Safety Data

• Hazardous Substances Data: 88087-57-4(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 3396-99-4 methyl α-D-galactopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 

Downstream Products

• 1073186-57-8 methyl O³-benzoyl-O⁶-p-toluenesulfonyl-α-D-galactoside 
• 1219934-82-3 C₃₄H₄₅NO₁₉ 

Relevant articles and documents

Stannous chloride as a low toxicity and extremely cheap catalyst for regio-/site-selective acylation with unusually broad substrate scope

This work reports stannous chloride (SnCl2)-catalyzed regio-/site-selective acylation with unusually broad substrate scope. In addition to 1,2- and 1,3-diols and glycosides containing cis-vicinal diol, the substrate scope also includes glycosides without cis-vicinal diol. For such a substrate scope, usually, only methods using stoichiometric amounts of organotin reagents can lead to the same protection pattern with high selectivities and highly isolated yields (84-97% in most cases). Therefore, SnCl2, as a low toxicity and extremely cheap reagent, should be the best catalyst for regio-/site-selective acylation compared with any previously reported reagents. This journal is

Selectivity switch in the catalytic functionalization of nonprotected carbohydrates: Selective synthesis in the presence of anomeric and structurally similar carbohydrates under mild conditions

A catalytic process for the chemo- and regioselective functionalization of nonprotected carbohydrates has been developed. This novel process allows selective thiocarbonylation, acylation, and sulfonylation of a particular hydroxy group in a particular carbohydrate in the simultaneous presence of structurally similar carbohydrates such as anomers. In addition, the chemoselectivity can be switched by regulating only the length of the alkyl chain in the organotin catalyst.

Regioselective protection of sugars catalyzed by dimethyltin dichloride

(Chemical Equation Presented) The first catalytic process for protection of hydroxyl groups in sugars has been developed. Highly regioselective protection was accomplished along with high chemical yield. The regioselectivity of the benzoylation was realiz