ethyl 2,3,4-tri-O-benzoyl-6-O-(2',3',4',6'-tetra-O-benzyl-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-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside
• CAS No.: 127840-78-2
• Molecular Formula: C₆₃H₆₂O₁₃S
• Molecular Weight: 1059.24
• Mol file: 127840-78-2.mol

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,3,4-tri-O-benzoyl-6-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-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-benzyl-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%

ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (35784-51-1) + 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl [p-(trifluoromethyl)benzyl]thio-N-[p-(trifluoromethyl)phenyl]formimidate → ethyl 2,3,4-tri-O-benzoyl-6-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (127840-78-2)

Guidance literature:

With trifluorormethanesulfonic acid; In various solvent(s); at -23 ℃; for 1h;

DOI:10.1246/bcsj.76.1629

Reference yield:

1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (74666-83-4,105990-37-2,125354-46-3,125354-47-4,125411-99-6,108739-67-9) + 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-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (127840-78-2) + ethyl 2,3,4-tri-O-benzoyl-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (127840-77-1)

Guidance literature:

With iodonium di(2,4,6-trimethylpyridine) perchlorate; In diethyl ether; 1,2-dichloro-ethane; at 20 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)94391-0

Reference yield:

ethyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside (35784-51-1) + 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl fluoride (78153-79-4) → ethyl 2,3,4-tri-O-benzoyl-6-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (127840-78-2) + ethyl 2,3,4-tri-O-benzoyl-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (127840-77-1)

Guidance literature:

With perchloric acid; In diethyl ether; at 0 ℃; for 4h;

DOI:10.1246/cl.2001.426

upstream raw materials:

1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

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

(2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran

2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl fluoride