dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside
• CAS No.: 1061300-56-8
• Molecular Formula: C₄₆H₆₀O₅S
• Molecular Weight: 725.045
• Mol file: 1061300-56-8.mol

Synonyms:dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property of dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

There total 3 articles about dodecyl 2,3,4,6-tetra-O-benzyl-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:

benzyl bromide (100-39-0) + dodecyl 1-thio-β-D-galactopyranoside (169333-09-9) → dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (1061300-56-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2008.06.097

Reference yield:

2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) + 1-dodecylthiol (112-55-0) → dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (1061300-56-8) + dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-galactopyranoside (1377766-09-0)

Guidance literature:

With dodecylbenzenesulfonic acid; In water; at 80 ℃; for 5h; Overall yield = 32 percent; Overall yield = 56 mg; Microwave irradiation;

DOI:10.1039/d0ob02246b

Reference yield:

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate (90358-01-3) + 1-dodecylthiol (112-55-0) → dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (1061300-56-8) + dodecyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-galactopyranoside (1377766-09-0)

Guidance literature:

With difluoro-phenyl-borane; In dichloromethane; at -78 - 20 ℃; for 1.2h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/ejoc.201200138

upstream raw materials:

benzyl bromide

dodecyl 1-thio-β-D-galactopyranoside

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate

1-dodecylthiol

Downstream raw materials:

methyl 2-O-benzoyl-4-O-benzyl-3,6-dideoxy-α-D-arabino-hexopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->2)]-4,6-O-benzylidene-α-D-mannopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside