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

Base Information

• Chemical Name: 1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside
• CAS No.: 871116-05-1
• Molecular Formula: C₃₈H₃₉NO₈
• Molecular Weight: 637.73
• Mol file: 871116-05-1.mol

Synonyms:1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside

Chemical Property of 1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside

There total 4 articles about 1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-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: 100.0%

benzyl 2-amino-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside hydrochloride + 1,4-dioxane-2,6-dione (4480-83-5) → 1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside (871116-05-1)

Guidance literature:

With pyridine; acetic anhydride; triethylamine; at 20 - 80 ℃; for 6.5h;

DOI:10.1002/ejoc.200500107

Reference yield:

[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-((2R,3R,4R,5S,6R)-2,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl)-amine → 1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside (871116-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / HCl / acetone / 0.33 h / Heating

2: 100 percent / pyridine; Et₃N; Ac₂O / 6.5 h / 20 - 80 °C

With pyridine; hydrogenchloride; acetic anhydride; triethylamine; In acetone;

DOI:10.1002/ejoc.200500107

Reference yield:

benzyl bromide (100-39-0) → 1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside (871116-05-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / NaH / dimethylformamide / cooling

2: 82 percent / HCl / acetone / 0.33 h / Heating

3: 100 percent / pyridine; Et₃N; Ac₂O / 6.5 h / 20 - 80 °C

With pyridine; hydrogenchloride; acetic anhydride; sodium hydride; triethylamine; In N,N-dimethyl-formamide; acetone;

DOI:10.1002/ejoc.200500107

upstream raw materials:

1,4-dioxane-2,6-dione

benzyl bromide

Downstream raw materials:

Allyl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranosid

methyl 2,3,4-tri-O-benzyl-6-O-(3’,4’,6’-tri-O-acetyl-2’-N-acetyl-2’-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

allyl 3,4,6-tri-O-acetyl-2-deoxy-2-diglycolylimido-β-D-glucopyranosyl-(1->2)-2,3,6-tri-O-benzyl-α-D-mannopyranoside

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-diglycolylimido-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside