ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-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-glucopyranosyl)-1-thio-β-D-glucopyranoside
• CAS No.: 848893-37-8
• 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-glucopyranosyl)-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-glucopyranosyl)-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-glucopyranosyl)-1-thio-β-D-glucopyranoside

There total 3 articles about ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-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: 98.0%

2,3,4,6‐tetra‐O‐benzoyl‐β‐D‐glucopyranosyl chloride + ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (35784-51-1) → ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (848893-37-8)

Guidance literature:

2,3,4,6‐tetra‐O‐benzoyl‐β‐D‐glucopyranosyl chloride; ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside; With silver(l) oxide; In dichloromethane; at 0 ℃; for 0.166667h; Molecular sieve; Inert atmosphere;

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

DOI:10.1002/chem.201905576

Reference yield: 95.0%

ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (35784-51-1) + 2-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosylmercapto)-1,3-benzoxazole (635727-37-6) → ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (848893-37-8)

Guidance literature:

With silver trifluoromethanesulfonate; at 20 ℃;

DOI:10.1016/j.tetasy.2004.11.029

Reference yield: 16.0%

2,3,4,6-tetra-O-benzoylglucosyl bromide (14218-11-2) + ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (35784-51-1) → ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (848893-37-8)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In nitromethane; dichloromethane; at 0 ℃; for 0.75h; stereoselective reaction; Molecular sieve;

DOI:10.1039/d1ob00093d

upstream raw materials:

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

2-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosylmercapto)-1,3-benzoxazole

2,3,4,6-tetra-O-benzoylglucosyl bromide

Downstream raw materials:

2-thiazolinyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside

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