ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine

Base Information

• Chemical Name: ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine
• CAS No.: 77870-96-3
• Molecular Formula: C₅₃H₅₅NO₁₀
• Molecular Weight: 866.02
• Mol file: 77870-96-3.mol

Synonyms:

Chemical Property of ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine

There total 4 articles about ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine 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:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + N-benzyloxycarbonyl-L-threonine benzyl ester (84500-41-4,85995-50-2,85995-51-3,126401-06-7,16597-50-5) → ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-L-threonine (77870-96-3,77943-00-1,77943-01-2,78609-10-6,78609-11-7,86023-24-7,86023-25-8,86023-26-9,86023-27-0,86023-28-1,86023-29-2,77942-99-5) + ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine (77942-99-5,77943-00-1,77943-01-2,78609-10-6,78609-11-7,86023-24-7,86023-25-8,86023-26-9,86023-27-0,86023-28-1,86023-29-2,77870-96-3)

Guidance literature:

With trifluoromethanesulfonic acid anhydride; In dichloromethane; at -20 ℃; for 0.5h; Yield given. Yields of byproduct given;

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + N-benzyloxycarbonyl-L-threonine benzyl ester (84500-41-4,85995-50-2,85995-51-3,126401-06-7,16597-50-5) → ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-L-threonine (77870-96-3,77943-00-1,77943-01-2,78609-10-6,78609-11-7,86023-24-7,86023-25-8,86023-26-9,86023-27-0,86023-28-1,86023-29-2,77942-99-5) + ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine (77942-99-5,77943-00-1,77943-01-2,78609-10-6,78609-11-7,86023-24-7,86023-25-8,86023-26-9,86023-27-0,86023-28-1,86023-29-2,77870-96-3)

Guidance literature:

With trifluoromethanesulfonic acid anhydride; In dichloromethane; at -20 ℃; for 0.5h; Yield given. Yields of byproduct given;

Reference yield:

1-ethynylcyclohexyl 2,3,4,6-tetra-O-benzyl β-D-glucopyranoside (1384752-79-7) + N-benzyloxycarbonyl-L-threonine benzyl ester (84500-41-4,85995-50-2,85995-51-3,126401-06-7,16597-50-5) → ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-L-threonine (77870-96-3,77943-00-1,77943-01-2,78609-10-6,78609-11-7,86023-24-7,86023-25-8,86023-26-9,86023-27-0,86023-28-1,86023-29-2,77942-99-5) + ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-threonine (77942-99-5,77943-00-1,77943-01-2,78609-10-6,78609-11-7,86023-24-7,86023-25-8,86023-26-9,86023-27-0,86023-28-1,86023-29-2,77870-96-3)

Guidance literature:

With gold(III) chloride; silver hexafluoroantimonate; In dichloromethane; acetonitrile; at 20 ℃; for 8h; optical yield given as %de; Inert atmosphere;

DOI:10.1039/c2cc32649c

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

N-benzyloxycarbonyl-L-threonine benzyl ester

1-ethynylcyclohexyl 2,3,4,6-tetra-O-benzyl β-D-glucopyranoside