ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside
• CAS No.: 201296-54-0
• Molecular Formula: C₆₃H₅₄O₁₇S
• Molecular Weight: 1115.18
• Mol file: 201296-54-0.mol

Synonyms:ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

There total 3 articles about ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-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: 75.0%

benzoyl chloride (98-88-4) + ethyl 4-O-β-galactopyranosyl-1-thio-β-D-glucopyranoside (131070-86-5) → ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (201296-54-0)

Guidance literature:

With pyridine; for 6h; Ambient temperature;

DOI:10.1002/chem.19970031108

Reference yield:

1,2,3,6-tetra-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranose (4710-82-1,4780-99-8,14200-60-3,15098-62-1,18311-29-0,32849-00-6,41545-58-8,66101-71-1,91280-47-6,114718-48-8,151123-95-4,151123-96-5,41093-36-1) + ethanethiol (75-08-1) → ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-α-D-glucopyranoside (1392399-99-3) + ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (201296-54-0)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 50 ℃; for 2h; optical yield given as %de;

DOI:10.1016/j.carres.2012.05.012

Reference yield:

Lactose + benzoic acid anhydride (93-97-0) → ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-α-D-glucopyranoside (1392399-99-3) + ethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (201296-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 40 h / 50 °C

2: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 2 h / 50 °C

With boron trifluoride diethyl etherate; triethylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2012.05.012

upstream raw materials:

benzoyl chloride

ethyl 4-O-β-galactopyranosyl-1-thio-β-D-glucopyranoside

benzoic acid anhydride

1,2,3,6-tetra-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranose