phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside
• CAS No.: 819798-40-8
• Molecular Formula: C₁₉H₁₉N₃O₄S
• Molecular Weight: 385.444
• Mol file: 819798-40-8.mol

Synonyms:phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

There total 8 articles about phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.6%

benzaldehyde dimethyl acetal (1125-88-8) + phenyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside (819798-39-5) → phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside (819798-40-8)

Guidance literature:

With CSA; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

Reference yield: 89.0%

benzaldehyde (100-52-7) + phenyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside (819798-39-5) → phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside (819798-40-8)

Guidance literature:

With 4-methoxybenzoic acid; In N,N-dimethyl-formamide; benzene; Reflux;

DOI:10.1139/V10-091

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + phenyl-2-azido-2-deoxy-1-thio-D-galactopyranoside (197663-19-7) → phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-galactopyranoside (500213-00-3) + phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside (819798-40-8)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 40 ℃; optical yield given as %de;

DOI:10.1016/j.tet.2011.11.088

upstream raw materials:

benzaldehyde dimethyl acetal

phenyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside

phenyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranose

Downstream raw materials:

phenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(3,4,6-tri-O-acetyl-2-O-(2,5-difluorobenzoyl)-β-D-galactopyranosyl)-1-thio-β-D-galactopyranozide

(2R,3S,4R,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)-5-(((2,2,2-trichloroethoxy)carbonyl)amino)tetrahydro-2H-pyran-3,4-diyl diacetate

(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-4-ol

(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-trimethylsilanyloxymethyl-tetrahydro-pyran-4-ol