benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 856409-95-5
• Molecular Formula: C₃₄H₄₉N₃O₁₄
• Molecular Weight: 723.775
• Mol file: 856409-95-5.mol

Synonyms:

Chemical Property of benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 3 articles about benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside 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:

benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-[3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside (856409-94-4) → benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside (856409-95-5)

Guidance literature:

With N-butylamine; In methanol; at 85 ℃; for 7h;

DOI:10.1135/cccc20041781

Reference yield:

benzyl 2-acetamido-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside (60920-82-3) → benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside (856409-95-5)

Guidance literature:

Multi-step reaction with 4 steps

1: [RhCl(Ph₃P)3] / aq. ethanol; toluene / 4 h / Heating

2: 345 mg / HCOOH / aq. ethanol; toluene / 2 h / Heating

3: 64 percent / AgOTf / CH₂Cl₂ / 1.5 h / -45 - -20 °C

4: BuNH₂ / methanol / 7 h / 85 °C

With formic acid; silver trifluoromethanesulfonate; N-butylamine; tris(triphenylphosphine)rhodium(I) chloride; In methanol; ethanol; dichloromethane; toluene;

DOI:10.1135/cccc20041781

Reference yield:

benzyl 2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside (79494-69-2) → benzyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside (856409-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / AgOTf / CH₂Cl₂ / 1.5 h / -45 - -20 °C

2: BuNH₂ / methanol / 7 h / 85 °C

With silver trifluoromethanesulfonate; N-butylamine; In methanol; dichloromethane;

DOI:10.1135/cccc20041781

upstream raw materials:

benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-[3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside

benzyl 2-acetamido-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside

benzyl 2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

benzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->3)-[2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)]-2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside