phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose

Base Information

• Chemical Name: phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose
• CAS No.: 781657-62-3
• Molecular Formula: C₂₅H₂₈O₈S
• Molecular Weight: 488.559
• Mol file: 781657-62-3.mol

Synonyms:phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose

Chemical Property of phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose

There total 7 articles about phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose 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: 64.0%

thiophenol (108-98-5) + 1,2,4,6-tetra-O-acetyl-3-O-benzyl-L-idopyranoside (118711-49-2) → phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose (781657-62-3)

Guidance literature:

With boron trifluoride;

Reference yield:

3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose (22331-19-7) → phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose (781657-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / dimethylsulfoxide

2.1: 97 percent / sodium isopropoxide / propan-2-ol

3.1: H₂SO₄ / H₂O

3.2: 65 percent / pyridine

4.1: 64 percent / BF₃

With sulfuric acid; boron trifluoride; sodium isopropylate; In water; dimethyl sulfoxide; isopropyl alcohol;

Reference yield:

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol (22529-61-9) → phenyl 2,4,6-tri-O-acetyl-1-thio-α/β-L-idopyranose (781657-62-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine

2.1: 95 percent / dimethylsulfoxide

3.1: 97 percent / sodium isopropoxide / propan-2-ol

4.1: H₂SO₄ / H₂O

4.2: 65 percent / pyridine

5.1: 64 percent / BF₃

With sulfuric acid; boron trifluoride; sodium isopropylate; In pyridine; water; dimethyl sulfoxide; isopropyl alcohol;

upstream raw materials:

thiophenol

1,2,4,6-tetra-O-acetyl-3-O-benzyl-L-idopyranoside

3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

Downstream raw materials:

phenyl 3-O-benzyl-1-thio-L-idopyranoside

phenyl 2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranosyluronic acid

phenyl 2-O-benzoyl-3-O-benzyl-4,6-dihydroxylthio-α-L-idopyranoside

methyl (phenyl 2-O-benzoyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate