3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside
CAS No.:1279708-98-3
Molecular Formula:C₂₂H₂₉N₃O₁₁S
Molecular Weight:543.552
Hs Code.:

Synonyms:3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

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Chemical Property of 3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

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Technology Process of 3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

There total 3 articles about 3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-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: 41.0%

: 81842-71-9
toluene-4-sulfonic acid 3-hydroxy-propyl ester

: 84278-00-2
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose

: 3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

: 1279708-98-3
3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

Guidance literature:: toluene-4-sulfonic acid 3-hydroxy-propyl ester; 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With boron trifluoride diethyl etherate; In dichloromethane; at 40 ℃; for 48h; Inert atmosphere;
DOI:10.1039/c0ob01043j

Reference yield:

: 1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6
D-(+)-galactosamine hydrochloride

: 3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

: 1279708-98-3
3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate / methanol / 20 °C

2.1: pyridine; dmap / 0 - 20 °C

3.1: dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.2: 48 h / 40 °C / Inert atmosphere

With pyridine; dmap; imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate; In methanol; dichloromethane;
DOI:10.1039/c0ob01043j

Reference yield:

: 68733-26-6
2-deoxy-2-azidogalactopyranose

: 3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

: 1279708-98-3
3-p-toluenesulfonyl-1-propyl-3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; dmap / 0 - 20 °C

2.1: dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.2: 48 h / 40 °C / Inert atmosphere

With pyridine; dmap; In dichloromethane;
DOI:10.1039/c0ob01043j