methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside
• CAS No.: 189622-69-3
• Molecular Formula: C₇₁H₆₈O₁₆Si
• Molecular Weight: 1205.4
• Mol file: 189622-69-3.mol

Synonyms:methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property of methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

There total 3 articles about methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside 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: 47.0%

methyl 2,3,6-tri-O-benzoyl-α-D-mannopyranoside (3396-68-7,6344-46-3) + 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate (189622-61-5) → methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside + methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside (189622-69-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -12 ℃;

Reference yield:

benzoyl chloride (98-88-4) → methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside (189622-69-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / pyridine / 1.) -40 deg C to 20 deg C, 3 h, 2.) 20 deg C, overnight

2: 47 percent / TMS triflate / CH₂Cl₂ / -12 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

Reference yield:

2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-D-galactopyranose → methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside (189622-69-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

2: 47 percent / TMS triflate / CH₂Cl₂ / -12 °C

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

upstream raw materials:

methyl 2,3,6-tri-O-benzoyl-α-D-mannopyranoside

2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate

benzoyl chloride

Downstream raw materials:

methyl 2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside