3-O-benzyl-D-xylopyranose

Base Information

• Chemical Name: 3-O-benzyl-D-xylopyranose
• CAS No.: 80235-68-3
• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.256
• Mol file: 80235-68-3.mol

Synonyms:

Chemical Property of 3-O-benzyl-D-xylopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-D-xylopyranose

There total 4 articles about 3-O-benzyl-D-xylopyranose 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:

3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose (34370-91-7,59358-33-7,68354-70-1,70798-12-8,19139-80-1) → 3-O-benzyl-D-xylopyranose (80235-68-3,80235-69-4)

Guidance literature:

With sulfuric acid;

DOI:10.1246/bcsj.40.2150

Reference yield:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) → 3-O-benzyl-D-xylopyranose (80235-68-3,80235-69-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; 4-(N,N-dimethylamino)pyridine / dimethylformamide / 20 h

2.1: tetra-n-butylammonium iodide; sodium hydride / dimethylformamide / 0.25 h / 0 °C

2.2: dimethylformamide / 2.5 h

3.1: 17.9 g / p-toluenesulfonic acid / methanol; diethyl ether; H₂O / 5.5 h

4.1: H₂O; acetic acid / 3 h / 100 °C

With dmap; water; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; In methanol; diethyl ether; water; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Dehydrogenation / 2.2: Condensation / 3.1: deprotection / 4.1: Hydrolysis;

DOI:10.1021/ja993487o

Reference yield:

1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose (20590-53-8) → 3-O-benzyl-D-xylopyranose (80235-68-3,80235-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetra-n-butylammonium iodide; sodium hydride / dimethylformamide / 0.25 h / 0 °C

1.2: dimethylformamide / 2.5 h

2.1: 17.9 g / p-toluenesulfonic acid / methanol; diethyl ether; H₂O / 5.5 h

3.1: H₂O; acetic acid / 3 h / 100 °C

With water; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; diethyl ether; water; N,N-dimethyl-formamide; 1.1: Dehydrogenation / 1.2: Condensation / 2.1: deprotection / 3.1: Hydrolysis;

DOI:10.1021/ja993487o

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

1,2-O-isopropylidene-α-D-xylose

1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose

1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside

Downstream raw materials:

1,2,4-tri-O-acetyl-3-O-benzyl-α,β-D-xylopyranose

4-methylphenyl 2-O-benzoyl-3-O-benzyl-1-thio-β-D-xylopyranoside

p-methylphenyl 3-O-benzyl-1-thio-β-D-xylopyranoside

3-O-Benzyl-xylit