3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose

Base Information

• Chemical Name: 3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose
• CAS No.: 180784-06-9
• Molecular Formula: C₂₄H₂₄O₁₀
• Molecular Weight: 472.449
• Mol file: 180784-06-9.mol

Synonyms:3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose

Chemical Property of 3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose

There total 4 articles about 3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose 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: 73.0%

benzoyl chloride (98-88-4) + 3-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose (180784-04-7) → 3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose (180784-06-9)

Guidance literature:

With 1H-imidazole; In chloroform; for 24h; Heating;

DOI:10.1007/BF00699946

Reference yield:

(2S,3aR,5R,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-hydroxy-2-methyl-tetrahydro-furo[2,3-d][1,3]dioxole-2-carboxylic acid methyl ester (121018-05-1) → 3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose (180784-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / pyridine

2: 88 percent / 90percent trifluoroacetic acid / CHCl₃ / 0.17 h

3: 73 percent / imidazole / CHCl₃ / 24 h / Heating

With 1H-imidazole; trifluoroacetic acid; In pyridine; chloroform;

DOI:10.1007/BF00699946

Reference yield:

benzoyl chloride (98-88-4) → 3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose (180784-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / pyridine

2: 88 percent / 90percent trifluoroacetic acid / CHCl₃ / 0.17 h

3: 73 percent / imidazole / CHCl₃ / 24 h / Heating

With 1H-imidazole; trifluoroacetic acid; In pyridine; chloroform;

DOI:10.1007/BF00699946

upstream raw materials:

benzoyl chloride

3-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose

(2S,3aR,5R,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-hydroxy-2-methyl-tetrahydro-furo[2,3-d][1,3]dioxole-2-carboxylic acid methyl ester

3-O-benzoyl-5,6-O-isopropylidene-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-α-D-galactofuranose

Downstream raw materials:

3,6-di-O-benzoyl-1,2-O-<1-(exo-methoxycarbonyl)ethylidene>-5-O-trityl-α-D-galactofuranose

3,6-di-O-benzoyl-5-O-trityl-1,2-O-<1-(exo-cyano)ethylidene>-α-D-galactofuranose