4-Nitrophenyl 2-O-(a-L-Fucopyranosyl)-a-D-galactopyranoside

Base Information

• Chemical Name: 4-Nitrophenyl 2-O-(a-L-Fucopyranosyl)-a-D-galactopyranoside
• CAS No.: 383417-46-7
• Molecular Formula: C₁₈H₂₅NO₁₂
• Molecular Weight: 447.396
• Mol file: 383417-46-7.mol

Synonyms:

Chemical Property of 4-Nitrophenyl 2-O-(a-L-Fucopyranosyl)-a-D-galactopyranoside

Chemical Property:

• Vapor Pressure: 4.99E-23mmHg at 25°C
• Melting Point: 257-259°C
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Nitrophenyl2-O-(α-L-Fucopyranosyl)-α-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Nitrophenyl derivative of 2-O-(a-L-Fucopyranosyl)-a-D-galactopyranoside (Disaccharide H), a biologically important oligosaccharide component of glycoconjugates that play a role in cellular recognition and intercellular interactions Nitrophenyl derivative of 2-O-(a-L-Fucopyranosyl)-a-D-galactopyranoside (Disaccharide H), a biologically important oligosaccharide component of glycoconjugates that play a role in cellular recognition and intercellular interactions.

Technology Process of 4-Nitrophenyl 2-O-(a-L-Fucopyranosyl)-a-D-galactopyranoside

There total 3 articles about 4-Nitrophenyl 2-O-(a-L-Fucopyranosyl)-a-D-galactopyranoside 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:

Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-((2S,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (77649-57-1) → p-nitrophenyl 2-O-α-L-furanosyl-β-D-galactopyranoside (66347-27-1,383417-46-7)

Guidance literature:

With triethylamine; In methanol;

DOI:10.1016/S0008-6215(00)85626-8

Reference yield:

3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-α-D-galactopyranosyl bromide (78216-80-5) → p-nitrophenyl 2-O-α-L-furanosyl-β-D-galactopyranoside (66347-27-1,383417-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.2 g / Amberlyst A-26 / CH₂Cl₂; propan-2-ol

2: triethylamine / methanol

With Amberlyst A-26; triethylamine; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0008-6215(00)85626-8

Reference yield:

(4-nitro-phenyl)-α-L-fucopyranoside (10231-84-2) + 4-nitrophenyl-α-D-glucopyranoside (3767-28-0) → p-nitrophenyl α-L-fucopyranosyl-(1,2)-α-D-glucopyranoside (383417-46-7) + p-nitrophenyl α-L-fucopyranosyl-(1,6)-α-D-glucopyranoside

Guidance literature:

With recombinant α-L-fucosidase from Paenibacillus thiaminolyticus; In N,N-dimethyl-formamide; for 3.3h; regioselective reaction; Enzymatic reaction;

DOI:10.1093/glycob/cwt041

upstream raw materials:

Acetic acid (2R,3S,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(4-nitro-phenoxy)-5-((2S,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-α-D-galactopyranosyl bromide

(4-nitro-phenyl)-α-L-fucopyranoside

4-nitrophenyl-α-D-glucopyranoside