phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside
• CAS No.: 1290105-19-9
• Molecular Formula: C₅₉H₈₂O₁₃SSi₃
• Molecular Weight: 1115.61
• Mol file: 1290105-19-9.mol

Synonyms:

Chemical Property of phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

There total 4 articles about phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-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:

phenyl 2,3,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside (945626-51-7) + C27H55F3O8SSi3 → phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside (1290105-19-9)

Guidance literature:

With 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; 1,1'-sulfinylbisbenzene; at -60 - 20 ℃; for 3h; Inert atmosphere; Molecular sieve;

DOI:10.1002/ejoc.201001690

Reference yield:

phenyl 2,3-di-O-benzoyl-1-thio-β-D-galactoypyranoside (138857-53-1) → phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside (1290105-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 1 h / 0 °C

2: 2,4,6-tri-tert-butylpyrimidine / dichloromethane; 1,1'-sulfinylbisbenzene / 3 h / -60 - 20 °C / Inert atmosphere; Molecular sieve

With pyridine; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; 1,1'-sulfinylbisbenzene;

DOI:10.1002/ejoc.201001690

Reference yield:

2,3-di-O-(tert-butyldimethylsilyl)-4,6-O-di-tert-butylsilanediyl-β-D-galactopyranose → phenyl 2,3,6-tri-O-benzoyl-4-O-(2,3-bis-O-tert-butyldimethylsilyl-4,6-O-di-tert-butylsilanediyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside (1290105-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane; 1,1'-sulfinylbisbenzene / 1 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: -60 - -40 °C / Inert atmosphere

2.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane; 1,1'-sulfinylbisbenzene / 3 h / -60 - 20 °C / Inert atmosphere; Molecular sieve

With 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; 1,1'-sulfinylbisbenzene;

DOI:10.1002/ejoc.201001690

upstream raw materials:

phenyl 2,3,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside

phenyl 2,3-di-O-benzoyl-1-thio-β-D-galactoypyranoside

phenyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside