886206-70-8

Basic information

• Product Name: methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside
• Synonyms: methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside
• CAS NO: 886206-70-8
• Molecular Weight: 416.471
• Mol File: 886206-70-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside(886206-70-8)
• EPA Substance Registry System: methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside(886206-70-8)

Safety Data

• Hazardous Substances Data: 886206-70-8(Hazardous Substances Data)

Upstream product

• 53685-11-3 methyl 2,6-di-O-benzyl-β-D-galactopyranoside 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 216577-82-1 methyl 4-O-acetyl-2,6-di-O-benzyl-3-O-trifluoromethanesulfonyl-β-D-galactopyranoside 
• 127563-77-3 methyl 4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside 
• 886206-69-5 methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-glucopyranoside 

Relevant articles and documents

H-bonding activation in highly regioselective acetylation of diols

H-bonding activation in the regioselective acetylation of vicinal and 1,3-diols is presented. Herein, the acetylation of the hydroxyl group with acetic anhydride can be activated by the formation of H-bonds between the hydroxyl group and anions. The reaction exhibits high regioselectivity when a catalytic amount of tetrabutylammonium acetate is employed. Mechanistic studies indicated that acetate anion forms dual H-bonding complexes with the diol, which facilitates the subsequent regioselective monoacetylation.

Stereoelectronic control in regioselective carbohydrate protection

Organotin-mediated regioselective protection has been extensively used in organic synthesis for many years. However, the mechanistic origin of the resulting regioselectivity is still not clear. By the comparison of the steric and stereoelectronic effects