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

Base Information

• Chemical Name: ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside
• CAS No.: 143995-75-9
• Molecular Formula: C₆₃H₅₄O₁₇S
• Molecular Weight: 1115.18

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

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

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

There total 6 articles about ethyl 2,3,4-tri-O-benzoyl-6-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: 81.0%

ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (35784-51-1) + 2-thiazolinyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside (744245-95-2) → ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (143995-75-9)

Guidance literature:

With silver trifluoromethanesulfonate; at 20 ℃;

DOI:10.1016/j.tetasy.2004.11.029

Reference yield: 73.0%

ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (35784-51-1) + 2,3,4,6-tetra-O-benzoyl-β-D-selenogalactopyranoside (143995-68-0) → ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (143995-75-9)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In diethyl ether; 1,2-dichloro-ethane; for 0.0333333h;

DOI:10.1002/recl.19921110706

Reference yield:

benzoyl chloride (98-88-4) → ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside (143995-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / pyridine

2: 73 percent / N-idosuccinimide (NIS) / triflic acid (TfOH) / 1,2-dichloro-ethane; diethyl ether / 0.03 h

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; In diethyl ether; 1,2-dichloro-ethane;

DOI:10.1002/recl.19921110706

upstream raw materials:

ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside

2,3,4,6-tetra-O-benzoyl-β-D-selenogalactopyranoside

2-thiazolinyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside

benzoyl chloride

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