p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside
• CAS No.: 125760-22-7
• Molecular Formula: C₁₃H₁₇N₃O₄S
• Molecular Weight: 311.362
• Mol file: 125760-22-7.mol

Synonyms:p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside

Chemical Property of p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside

There total 7 articles about p-methylphenyl 2-deoxy-2-azido-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: 68.0%

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide (67673-39-6) + para-thiocresol (106-45-6) → p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside (125760-22-7)

Guidance literature:

With sodium hydroxide; In ethanol; chloroform;

DOI:10.1016/0040-4039(95)01515-9

Reference yield:

p-methylphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-α/β-D-galactopyranoside (211801-76-2,501088-45-5) → C13H17N3O4S + p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside (125760-22-7)

Guidance literature:

With methanol; sodium; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ol402519c

Reference yield:

p-tolyl 2-amino-2-deoxy-1-thio-β-D-galactopyranoside → p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside (125760-22-7)

Guidance literature:

With triflic azide; potassium carbonate; zinc(II) chloride; In methanol; water; at 20 ℃;

DOI:10.1021/jo070585g

upstream raw materials:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

para-thiocresol

p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

p-tolyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-1-thio-β-D-galactopyranoside

Downstream raw materials:

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

4-methylphenyl 2-azido-3,4-O-isopropylidene-2-deoxy-1-thio-β-D-galactopyranoside

p-tolyl 2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-azido-2-deoxy-1-thio-β-D-galactopyranoside