35526-05-7

Basic information

• Product Name: 6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• Synonyms: 6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• CAS NO: 35526-05-7
• Molecular Weight: 350.412
• Mol File: 35526-05-7.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose(35526-05-7)
• EPA Substance Registry System: 6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose(35526-05-7)

Safety Data

• Hazardous Substances Data: 35526-05-7(Hazardous Substances Data)

Upstream product

• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 27691-43-6 1-(benzylsulphanyl)-4-Nitrobenzene 
• 59-23-4 D-Galactose 
• 10257-28-0 D-Galactose 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 130132-24-0 1,2:3,4-di-O-isopropylidene-6-O-(2-phenyl-1,3-benzodithiol-2-yl)-α-D-galactose 
• 110319-61-4 1,2:3,4-di-O-isopropylidene-β-D-galactopyranose 

Downstream Products

• 126841-28-9 (3aR,5R,5aS,8aS,8bR)-5-(Bromo-phenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 
• 126841-29-0 (3aR,5R,5aS,8aS,8bR)-5-(Dibromo-phenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 20675-63-2 6-O-benzyl-D-galactose 
• 6207-46-1 allyl 6-O-benzyl-α-D-galactopyranoside 
• 28542-03-2 methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 53685-10-2 methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 53685-11-3 (2R,3R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3,4-diol 
• 80326-17-6 methyl 3,4-bis(O-(p-bromobenzoyl))-α-D-galactopyranoside 
• 53008-63-2 methyl 2,6-di-O-benzyl-3,4-bis(O-(p-bromobenzoyl))-α-D-galactopyranoside 
• 290330-34-6 2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl bromide 
• 142800-31-5 <(6-deoxy-2,3,4-tri-O-benzyl-α-L-galactopyranosyl)-(1->3)>-<(2,3,4-tri-O-benzoyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose 
• 142800-33-7 <(6-deoxy-2,3,4-tri-O-benzyl-α-L-galactopyranosyl)-(1->3)>-<(6-O-benzyl-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose 
• 196942-01-5 1,2,3,4-tetra-O-acetyl- 6-O-benzyl-α/β-D-galactopyranoside 

Relevant articles and documents

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

Synthetic MUC1 antitumor vaccine with incorporated 2,3-sialyl-T carbohydrate antigen inducing strong immune responses with isotype specificity

The endothelial glycoprotein MUC1 is known to underlie alterations in cancer by means of aberrant glycosylation accompanied by changes in morphology. The heavily shortened glycans induce a collapse of the peptide backbone and enable accessibility of the latter to immune cells, rendering it a tumor-associated antigen. Synthetic vaccines based on MUC1 tandem repeat motifs, comprising tumor-associated 2,3-sialyl-T antigen, conjugated to the immunostimulating tetanus toxoid, are reported herein. Immunization with these vaccines in a simple water/oil emulsion produced a strong immune response in mice to which stimulation with complete Freund’s adjuvant (CFA) was not superior. In both cases, high levels of IgG1 and IgG2a/b were induced in C57BL/6 mice. Additional glycosylation in the immunodominant PDTRP domain led to improved binding of the induced antisera to MCF-7 breast tumor cells, compared with that of the monoglycosylated peptide vaccine.

1,2;3,4-Di-O-isopropylidene-l-galactose synthesis from its d-enantiomer

Easy procedure was devised to obtain di-O-isopropylidene-l-galactose from di-O-isopropylidene-d-galactose.