ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside

Base Information

• Chemical Name: ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside
• CAS No.: 74666-83-4
• Molecular Formula: C₃₆H₄₀O₅S
• Molecular Weight: 584.777
• Mol file: 74666-83-4.mol

Synonyms:ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside

Chemical Property of ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside

There total 33 articles about ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-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: 94.0%

ethyl 1-thio-α-D-mannopyranoside (7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3) + benzyl bromide (100-39-0) → S-ethyl 2,3,4,6-tetra-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside (74666-83-4,105990-37-2,108739-67-9,125354-47-4,125411-99-6,125354-46-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 4h;

Reference yield: 92.0%

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide (4196-35-4) + ethanethiol (75-08-1) → 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)

Guidance literature:

With sodium hydride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2007.12.105

Reference yield: 82.0%

S-ethyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside + benzoyl chloride (98-88-4) → ethyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside (74666-83-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1039/c7ob02968c

upstream raw materials:

benzyl bromide

ethyl 1-thio-β-D-glucopyranoside

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

ethanethiol

Downstream raw materials:

methyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside

methyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

methyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

methyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside