N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane
• CAS No.: 420107-87-5
• Molecular Formula: C₅₂H₇₆N₂O₂₄
• Molecular Weight: 1113.17
• Mol file: 420107-87-5.mol

Synonyms:N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane

Chemical Property of N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane

There total 7 articles about N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane 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: 63.0%

N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis(hydroxymethyl)aminomethane (420107-84-2) + acetobromogalactose (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3,19285-38-2) → N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane (420107-87-5)

Guidance literature:

With mercury(II) cyanide; In acetonitrile; at 20 ℃; for 0.416667h; sonification;

DOI:10.1039/b104958p

Reference yield:

5-N-(benzyloxycarbonyl)amino-5-N'-undecylcarbamoyloxymethyl-2,2-dimethyl-1,3-dioxane (420107-81-9) → N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane (420107-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / montmorillonite K₁₀ / CH₂Cl₂

2: 63 percent / Hg(CN)2 / acetonitrile / 0.42 h / 20 °C / sonification

With Montmorillonite K₁₀; mercury(II) cyanide; In dichloromethane; acetonitrile; 2: Helferich reaction;

DOI:10.1039/b104958p

Reference yield:

n-dodecanoyl chloride (112-16-3) → N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane (420107-87-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaN₃ / acetone; H₂O

1.2: cyclohexane / Heating

2.1: 97 percent / diazabicyclooctane / toluene / 6 h / pH 8 - 9 / Heating

3.1: 90 percent / montmorillonite K₁₀ / CH₂Cl₂

4.1: 63 percent / Hg(CN)2 / acetonitrile / 0.42 h / 20 °C / sonification

With 1,4-diaza-bicyclo[2.2.2]octane; sodium azide; Montmorillonite K₁₀; mercury(II) cyanide; In dichloromethane; water; acetone; toluene; acetonitrile; 1.2: Curtius Rearrangement / 4.1: Helferich reaction;

DOI:10.1039/b104958p

upstream raw materials:

N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis(hydroxymethyl)aminomethane

acetobromogalactose

5-N-(benzyloxycarbonyl)amino-5-N'-undecylcarbamoyloxymethyl-2,2-dimethyl-1,3-dioxane

n-dodecanoyl chloride