phenyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α-D-glucopyranoside

Base Information

• Chemical Name: phenyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α-D-glucopyranoside
• CAS No.: 173314-28-8
• Molecular Formula: C₂₅H₂₈O₈S
• Molecular Weight: 488.559
• Mol file: 173314-28-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about phenyl 3,4,6-tri-O-acetyl-2-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: 90.0%

1,3,4,6-tetra-O-acetyl-2-O-benzyl-β-D-glucopyranoside (29741-67-1) + phenylthiotrimethylsilane (4551-15-9) → phenyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-glucopyranoside + phenyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α-D-glucopyranoside (173314-28-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 64h; Yield given. Title compound not separated from byproducts; Heating;

DOI:10.1016/0008-6215(95)00199-4

Reference yield: 96.0%

phenyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α-D-glucopyranoside (173314-28-8) → phenyl 2-O-benzyl-1-thio-α-D-glucopyranoside (173314-29-9)

Guidance literature:

With sodium methylate; at 22 ℃; for 48h;

DOI:10.1016/0008-6215(95)00199-4

Reference yield: 94.0%

phenyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α-D-glucopyranoside (173314-28-8) → 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranosyl bromide (29741-69-3) + 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl bromide (173398-22-6)

Guidance literature:

With bromine; In dichloromethane; at 0 ℃; for 0.0166667h; Title compound not separated from byproducts;

DOI:10.1016/0008-6215(95)00199-4

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-O-benzyl-β-D-glucopyranoside

phenylthiotrimethylsilane

Downstream raw materials:

3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl chloride

3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranosyl bromide

3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl bromide

phenyl 2-O-benzyl-1-thio-α-D-glucopyranoside