2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin
• CAS No.: 1325740-53-1
• Molecular Formula: C₃₈H₄₁NO₄
• Molecular Weight: 575.748
• Mol file: 1325740-53-1.mol

Synonyms:2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin

Chemical Property of 2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin

There total 1 articles about 2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin 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: 75.0%

3-butyn-1-yl p-toluenesulfonate (23418-85-1) + 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol (69567-11-9,76738-52-8,126836-30-4) → 2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin (1325740-53-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 85 ℃; for 48h; Reflux;

DOI:10.1039/c5ob01526j

Reference yield:

1-(azidomethyl)tricyclo[3.3.1.13,7]decane (63534-36-1) + 2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin (1325740-53-1) → N-[1-(adamant-1-yl-methyl)-1H-1,2,3-triazol-4-yl]ethyl-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin (1325740-54-2)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In dichloromethane; water; at 20 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1039/c1ob05119a

Reference yield:

2,3,4,6-tetra-O-benzyl-N-(4-but-1-ynyl)-1-deoxynojirimycin (1325740-53-1) → C25H32N4O8

Guidance literature:

Multi-step reaction with 3 steps

1: boron trichloride / dichloromethane / 3 h / -60 - 0 °C

2: pyridine / 24 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; copper(l) iodide / toluene / 20 h / 20 °C

With pyridine; copper(l) iodide; boron trichloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;

DOI:10.1016/j.tet.2014.10.035

upstream raw materials:

3-butyn-1-yl p-toluenesulfonate

2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

Downstream raw materials:

N-[1-(adamant-1-yl-methyl)-1H-1,2,3-triazol-4-yl]ethyl-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin