4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose

Base Information

• Chemical Name: 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose
• CAS No.: 131041-37-7
• Molecular Formula: C₂₂H₃₂O₈
• Molecular Weight: 424.491
• Mol file: 131041-37-7.mol

Synonyms:4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose

Chemical Property of 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose

There total 12 articles about 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose 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:

tert-Butyldimethylsilyl 4-O-Acetyl-3-O-benzyl-2,6-dideoxy-D-lyxo-pyranoside (131013-35-9,131013-46-2) → 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose (131041-37-7)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / ethanol / 48 h / 23 °C / 760 Torr

2: NBS / acetonitrile; tetrahydrofuran / 1) -42 deg C, 50 min, 2) 23 deg C, 10 min

3: Et₃NHF / acetonitrile / 2.5 h / 70 °C

With N-Bromosuccinimide; hydrogen; triethylamine hydrofluoride; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1021/jo00004a054

Reference yield:

tert-Butyldimethylsilyl 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-β-D-lyxo-pyranoside (131013-40-6) → 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-β-D-lyxo-pyranose (131013-42-8) + 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose (131041-37-7)

Guidance literature:

With triethylamine hydrofluoride; In acetonitrile; at 70 ℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00004a054

Reference yield:

tert-Butyldimethylsilyl 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranoside (131013-38-2) → 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-β-D-lyxo-pyranose (131013-42-8) + 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranose (131041-37-7)

Guidance literature:

With triethylamine hydrofluoride; In acetonitrile; at 70 ℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00004a054

upstream raw materials:

tert-Butyldimethylsilyl 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-β-D-lyxo-pyranoside

tert-Butyldimethylsilyl 4-O-Acetyl-3-(3-O-benzyl-2,6-dideoxy-4-O-methyl-α-D-lyxo-pyranosyl)-2,6-dideoxy-α-D-lyxo-pyranoside

methyl 4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-D-lyxo-hexopyranoside

benzyl bromide