benzyl 2-(3,4-di-O-benzyl-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

Base Information

• Chemical Name: benzyl 2-(3,4-di-O-benzyl-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
• CAS No.: 484647-59-8
• Molecular Formula: C₇₂H₇₇NO₁₄
• Molecular Weight: 1180.4
• Mol file: 484647-59-8.mol

Synonyms:benzyl 2-(3,4-di-O-benzyl-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

Chemical Property of benzyl 2-(3,4-di-O-benzyl-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of benzyl 2-(3,4-di-O-benzyl-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

There total 1 articles about benzyl 2-(3,4-di-O-benzyl-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 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: 86.0%

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) → benzyl 2-(3,4-di-O-benzyl-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 (484647-59-8)

Guidance literature:

With acetic acid; at 20 ℃; for 20h;

DOI:10.1021/ja028386w

Reference yield: 88.0%

succinic acid anhydride (108-30-5) + benzyl 2-(3,4-di-O-benzyl-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 (484647-59-8) → benzyl 2-[3,4-di-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-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 (484647-60-1)

Guidance literature:

With pyridine; dmap; at 20 - 80 ℃; for 12h;

DOI:10.1021/ja028386w

Reference yield:

benzyl 2-(3,4-di-O-benzyl-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 (484647-59-8) → benzyl 2-[3,4-di-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-α-D-mannopyranosyl]-3,4,7-tri-O-benzyl-6-deoxy-6-(N-methyl-N-benzyloxycarbonylamino)-L-glycero-α-D-gluco-heptopyranoside (484647-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyridine; DMAP / 12 h / 20 - 80 °C

2: 74 percent / DDQ / CH₂Cl₂; H₂O / 0.5 h / 20 °C

With pyridine; dmap; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1021/ja028386w

upstream 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

Downstream raw materials:

benzyl 2-[3,4-di-O-benzyl-6-O-(3-hydroxycarbonylpropanoyl)-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

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