benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside

Base Information

• Chemical Name: benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside
• CAS No.: 484647-55-4
• Molecular Formula: C₇₀H₈₃NO₁₃Si
• Molecular Weight: 1174.51
• Mol file: 484647-55-4.mol

Synonyms:benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside

Chemical Property of benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside

There total 1 articles about benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside 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: 94.0%

benzyl 2-(2-acetyl-3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside (484647-54-3) → benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside (484647-55-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 4h;

DOI:10.1021/ja028386w

Reference yield: 54.0%

p-methoxybenzyl chloride (824-94-2) + benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside (484647-55-4) → benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-(p-methoxybenzyl)-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside (484647-58-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;

DOI:10.1021/ja028386w

Reference yield:

benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside (484647-55-4) → benzyl 2-(3,4-di-O-benzyl-α-D-arabino-hexopyranos-2-ulos-1-yl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside

Guidance literature:

benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside; With oxalyl dichloride; TEA; dimethyl sulfoxide; In dichloromethane; at -78 - 20 ℃;

With acetic acid; at 20 ℃; for 20h; Further stages.;

DOI:10.1021/ja028386w

upstream raw materials:

benzyl 2-(2-acetyl-3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside

Downstream raw materials:

benzyl 2-(3,4-di-O-benzyl-6-O-t-butyldimethylsilyl-2-O-(p-methoxybenzyl)-α-D-mannopyranosyl)-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside