p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Base Information

• Chemical Name: p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
• CAS No.: 1323954-46-6
• Molecular Formula: C₂₁H₂₃NO₁₀S
• Molecular Weight: 481.48
• Mol file: 1323954-46-6.mol

Synonyms:p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Chemical Property of p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

There total 1 articles about p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-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: 94.0%

thiophosgene (463-71-8) + p-aminophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside (59862-97-4) → p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside (1323954-46-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere; Darkness;

DOI:10.1002/chem.201101399

Reference yield: 84.0%

p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside (1323954-46-6) + N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride (65915-94-8) → N-(4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)phenyl)-N'-(6-(tert-butoxycarbonylamino)hexyl)thiourea

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere; Darkness;

DOI:10.1002/chem.201101399

Reference yield:

p-isothiocyanatophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside (1323954-46-6) + N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride (65915-94-8) → N-(4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)phenyl)-N'-(6-aminohexyl)thiourea

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere; Darkness

2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1002/chem.201101399

upstream raw materials:

thiophosgene

p-aminophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside