TRI-O-BENZOYL-2-DEOXY-BETA-D-RIBOPYRANOSE

Base Information

• Chemical Name: TRI-O-BENZOYL-2-DEOXY-BETA-D-RIBOPYRANOSE
• CAS No.: 132867-80-2
• Molecular Formula: C27H24O7
• Molecular Weight: 0
• Mol file: 132867-80-2.mol

Synonyms:1,2,3-Tri-O-benzoyl-4-deoxy-Alpha-L-fucopyranose;TRI-O-BENZOYL-2-DEOXY-BETA-D-RIBOPYRANOSE;1,2,3-TRI-O-BENZOYL-4-DEOXY-A-L-FUCOPYRANOSE;TRI-O-BENZOYL-2-DEOXY-β-D-RIBOPYRANOSE;

Chemical Property of TRI-O-BENZOYL-2-DEOXY-BETA-D-RIBOPYRANOSE

Chemical Property:

• PSA: 88.13000
• LogP: 4.42950

Purity/Quality:

98%Min ^*data from raw suppliers

1,2,3-Tri-O-benzoyl-4-deoxy-α-L-fucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,2,3-Tri-O-benzoyl-4-deoxy-α-L-fucopyranose (cas# 132867-80-2) is a compound useful in organic synthesis.

Technology Process of TRI-O-BENZOYL-2-DEOXY-BETA-D-RIBOPYRANOSE

There total 4 articles about TRI-O-BENZOYL-2-DEOXY-BETA-D-RIBOPYRANOSE 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: 85.0%

1,2,3-tri-O-benzoyl-4,6-dideoxy-4-iodo-α-L-glucopyranose (132867-78-8) → 1,2,3-tri-O-benzoyl-4,6-dideoxy-α-L-xylo-hexopyranose (132867-80-2)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; for 30h; Ambient temperature;

DOI:10.1016/0008-6215(91)80150-L

Reference yield:

6-deoxy-L-galactose (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6) → 1,2,3-tri-O-benzoyl-4,6-dideoxy-α-L-xylo-hexopyranose (132867-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / pyridine / 0.2 h / -40 °C

2: sodium iodide / dimethylformamide / Ambient temperature

3: 85 percent / triethylamine, H₂ / 10percent Pd-C / methanol; CH₂Cl₂ / 30 h / Ambient temperature

With pyridine; hydrogen; triethylamine; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(91)80150-L

Reference yield:

1,2,3-tri-O-benzoyl-6-deoxy-α-L-galactopyranose (132867-76-6) → 1,2,3-tri-O-benzoyl-4,6-dideoxy-α-L-xylo-hexopyranose (132867-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium iodide / dimethylformamide / Ambient temperature

2: 85 percent / triethylamine, H₂ / 10percent Pd-C / methanol; CH₂Cl₂ / 30 h / Ambient temperature

With hydrogen; triethylamine; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(91)80150-L

upstream raw materials:

1,2,3-tri-O-benzoyl-4,6-dideoxy-4-iodo-α-L-glucopyranose

6-deoxy-L-galactose

1,2,3-tri-O-benzoyl-6-deoxy-α-L-galactopyranose

benzoyl chloride

Downstream raw materials:

4-deoxy-L-fucose

Refernces