1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose

Base Information

• Chemical Name: 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose
• CAS No.: 140658-53-3
• Molecular Formula: C₃₉H₄₄O₇S₂
• Molecular Weight: 688.906

Synonyms:1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose

Chemical Property of 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose

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Technology Process of 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose

There total 1 articles about 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose 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: 57.0%

acetic anhydride (108-24-7) + 2,3,4,6-Tetra-O-benzyl-1-C--α-D-glucopyranose (140658-49-7) → 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose (140658-53-3) + 2,6-Di-O-acetyl-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-bis(methylthio)-D-glucohept-1-enitol (140676-22-8)

Guidance literature:

With dmap; triethylamine; at 0 ℃; for 18h;

DOI:10.1021/jo00039a025

Reference yield: 64.0%

1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose (140658-53-3) → 3,4,5,7-Tetra-O-benzyl-2,6-anhydro-1-deoxy-D-glycero-D-gulo-heptitol (95189-55-2)

Guidance literature:

nickel; In 1,4-dioxane; at 80 ℃; for 1h;

DOI:10.1021/jo00039a025

Reference yield: 40.0%

1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C--α-D-glucopyranose (140658-53-3) → 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C-<(methylthio)methyl>-α-D-glucopyranose (140658-54-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 100 ℃; for 2.5h;

DOI:10.1021/jo00039a025

upstream raw materials:

acetic anhydride

2,3,4,6-Tetra-O-benzyl-1-C--α-D-glucopyranose

Downstream raw materials:

3,4,5,7-Tetra-O-benzyl-2,6-anhydro-1-deoxy-D-glycero-D-gulo-heptitol

1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C-<(methylthio)methyl>-α-D-glucopyranose

2-O-acetyl-3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulopyranose

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