102854-30-8

Basic information

• Product Name: methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside
• Synonyms: methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside
• CAS NO: 102854-30-8
• Molecular Weight: 414.499
• Mol File: 102854-30-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside(102854-30-8)
• EPA Substance Registry System: methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside(102854-30-8)

Safety Data

• Hazardous Substances Data: 102854-30-8(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 14897-47-3 methyl 3,4-di-O-isopropylidene-β-D-galactopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 

Downstream Products

• 143520-47-2 2-Benzyloxy-1-((2R,3R,4R,5R)-4-benzyloxy-3,5-dihydroxy-tetrahydro-furan-2-yl)-ethanone 
• 143520-39-2 2-Benzyloxy-1-((2R,3R,4R,5S)-4-benzyloxy-3,5-dihydroxy-tetrahydro-furan-2-yl)-ethanone 
• 143552-57-2 methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-5-C-(3-chlorobenzoyloxy)-β-D-galactopyranoside 
• 143520-30-3 methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-5-C-benzyloxy-β-D-galactopyranoside 
• 143520-29-0 methyl 2,3,4,6-tetra-O-acetyl-5-C-(3-chlorobenzoyloxy)-β-D-galactopyranoside 
• 143520-28-9 methyl 2,6-di-O-benzyl-5-C-(3-chlorobenzoyloxy)-β-D-galactopyranoside 
• 143520-31-4 methyl 3,4-di-O-acetyl-2,6-di-O-benzyl-5-C-methoxy-β-D-galactopyranoside 
• 143520-43-8 Acetic acid (2R,3R,4R,5R,6R)-4,5-diacetoxy-2-benzyloxymethyl-2,6-dimethoxy-tetrahydro-pyran-3-yl ester 
• 143520-38-1 methyl 5-C-benzyloxy-β-D-galactopyranoside 
• 143520-42-7 methyl 6-O-benzyl-5-C-methoxy-β-D-galactopyranoside 
• 134039-10-4 (5R)-2,6-di-O-benzyl-5-C-benzyloxy-α-L-arabino-hexopyranoside 
• 134039-09-1 methyl 2,6-di-O-benzyl-5-C-methoxy-β-D-galactopyranoside 
• 17598-82-2 L-tagatose 
• 102854-35-3 Methyl-2,6-di-O-benzyl-3-O-β-D-galactopyranosyl-β-D-galactopyranosid 

Relevant articles and documents

Regioselectivity of glycosylation reactions of galactose acceptors: An experimental and theoretical study

Regioselective glycosylations allow planning simpler strategies for the synthesis of oligosaccharides, and thus reducing the need of using protecting groups. With the idea of gaining further understanding of such regioselectivity, we analyzed the relative

Iminosugar glycoconjugates

The iminosugar conjugates according to the invention are N-alkylated 1,5-dideoxy-1,5-iminohexitol or 1,5-dideoxy-1,5-iminopentitol derivatives. The iminosugar component can be, for example, D-gluco-, L-ido-, D-galacto-, D-manno-, 2-acetamido-2-deoxy-D-gluco- or xylo-configuration. The N-substituent is a protected L-α-aminoacid derivative, showing L-lysine-like structural features. The linkage between the carbohydrate and the peptide component is not via the usual glycosidic position, but shows structural features of a very stable tertiary amine. Thus the linkage is very stable. These new compounds are synthesised by using catalytic intramolecular reductive amination of dicarbonyl sugars with partially protected amino acids. The process of intramolecular reductive amination itself is carried out using Pearlman's catalyst (Pd(OH)2/C) and H2 at ambient pressure and room temperature. The resulting accessible class of iminosugar conjugate compounds is represented by the general structure shown in Figure 4(c). The alkyl chain length parameter n can be freely chosen from n=0 upwards. Preferably n is between 0 and 10, and more preferably n is 2, 3, or 4. Residue R1 can be chosen from H, OH, or NHAc, with Ac being Acetyl. R2 can be H, OH, or NHAc. R3, R4, R5, R6 can be H or OH. R7 and R8 can be H, CH2OH CH3, COQH, or COOR with R being Alkyl or Aryl. R9 and R10 can be chosen from H, NH2, NHR, with R being a protective group, an amino acid, a peptide, or a protein. R11 can be OH, O-Alkyl, O-Aryl, NH2, N-Alkyl, N-Aryl, amino acid or peptide, connected via an amide bond.