3-Acetamino-3-desoxy-1,2:5,6-di-O-isopropyliden-α-D-galaktofuranose

Base Information

• Chemical Name: 3-Acetamino-3-desoxy-1,2:5,6-di-O-isopropyliden-α-D-galaktofuranose
• CAS No.: 19131-09-0
• Molecular Formula: C₁₄H₂₃NO₆
• Molecular Weight: 301.34
• Mol file: 19131-09-0.mol

Synonyms:3-Acetamino-3-desoxy-1,2:5,6-di-O-isopropyliden-α-D-galaktofuranose

Chemical Property of 3-Acetamino-3-desoxy-1,2:5,6-di-O-isopropyliden-α-D-galaktofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Acetamino-3-desoxy-1,2:5,6-di-O-isopropyliden-α-D-galaktofuranose

There total 2 articles about 3-Acetamino-3-desoxy-1,2:5,6-di-O-isopropyliden-α-D-galaktofuranose 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: 68.0%

acetic anhydride (108-24-7) + 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-D-glucofuranose → 3-acetamido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (13964-24-4,19131-09-0,27581-58-4,34296-91-8,34379-43-6)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.1007/s10719-011-9357-y

Reference yield:

3-azido-3-deoxy-1,2:5,6-di-O-propan-2-ylidene-α-D-allofuranose (13964-23-3) → 3-acetamido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (13964-24-4,19131-09-0,27581-58-4,34296-91-8,34379-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on activated charcoal; hydrogen / dichloromethane / 3 h / 30 °C

2: pyridine / 0 °C

With pyridine; palladium on activated charcoal; hydrogen; In dichloromethane;

DOI:10.1007/s10719-011-9357-y

Reference yield:

3-Acetamino-3-desoxy-1,2:5,6-di-O-isopropyliden-α-D-galaktofuranose (19131-09-0) → 3-Acetylamino-3-desoxy-α-D-galaktopyranose (14086-88-5,14317-01-2,14796-99-7,58640-63-4,90192-49-7,135684-04-7)

Guidance literature:

With cationic exchanger (H(+)); In methanol; for 24h;

DOI:10.1007/BF00799940

upstream raw materials:

acetic anhydride

3-azido-3-deoxy-1,2:5,6-di-O-propan-2-ylidene-α-D-allofuranose

Downstream raw materials:

5-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-N-methylacetamido-α-D-xylofuranose

methyl 5-O-benzyl-3-deoxy-3-methylamino-α-D-xylofuranoside

methyl 5-O-benzyl-3-deoxy-3-methylamino-β-D-xylofuranoside

methyl 5-O-benzyl-3-deoxy-3-N-methylacetamido-β-D-xylofuranoside