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

Base Information

• Chemical Name: dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
• CAS No.: 495394-47-3
• Molecular Formula: C₂₆H₄₄O₉S
• Molecular Weight: 532.696
• Mol file: 495394-47-3.mol

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

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

There total 1 articles about dodecyl 2,3,4,6-tetra-O-acetyl-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: 34.0%

dodecyl 3-O-benzyl-6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside + 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate (86520-63-0) → C63H81NO15SSi + dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-galactopyranoside + dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (495394-47-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2.5h; Inert atmosphere; Molecular sieve;

DOI:10.1080/09168451.2014.877834

Reference yield: 100.0%

dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (495394-47-3) → dodecyl 1-thio-β-D-galactopyranoside (169333-09-9)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.carres.2004.11.023

Reference yield: 89.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + dodecyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (495394-47-3) → (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1016/j.carres.2008.11.008

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

Downstream raw materials:

dodecyl 1-thio-β-D-galactopyranoside

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

methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-α-D-glucopyranoside

C₃₅H₃₇NO₁₅