3,4-epoxybutyl-beta-cellobioside

Base Information

• Chemical Name: 3,4-epoxybutyl-beta-cellobioside
• CAS No.: 120593-63-7
• Molecular Formula: C₁₆H₂₈O₁₂
• Molecular Weight: 412.391
• Mol file: 120593-63-7.mol

Synonyms:3,4-epoxybutyl-beta-cellobioside

Chemical Property of 3,4-epoxybutyl-beta-cellobioside

Chemical Property:

• Vapor Pressure: 5.88E-23mmHg at 25°C
• Boiling Point: 704.7°Cat760mmHg
• Flash Point: 380°C
• PSA: 191.06000
• Density: 1.61g/cm³
• LogP: -4.58400

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,4-epoxybutyl-beta-cellobioside

There total 6 articles about 3,4-epoxybutyl-beta-cellobioside 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:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) → 3,4-epoxybutyl β-cellobioside (120593-63-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) 40percent hydrogen bromide, 2.) silver triflate, molecular sieve 4A / 1.) acetic acid, RT, 2 h, 2.) 1,2-dichloroethane, 0 deg C, 1 h

2: 1.) H₂, 2.) 4percent sulfuric acid / 1.) 10percent Pd/C / 1.) acetic acid, RT, 40 psi, 2.) 4 h

3: 1.) 40percent hydrogen bromide, 2.) silver carbonate, iodine, calcium sulfate, molecular sieve 4A / 1.) dichloromethane, acetic acid, RT, 2 h, 2.) dichloromethane, 24 h

4: m-chloroperbenzoic acid, 2,6-di-t-butyl-4-methylphenol / CH₂Cl₂ / 8 h / Heating

5: 87 mg / sodium methoxide / methanol / 0.5 h

With calcium sulfate; 2,6-di-tert-butyl-4-methyl-phenol; 4 A molecular sieve; sulfuric acid; hydrogen bromide; hydrogen; iodine; sodium methylate; silver trifluoromethanesulfonate; 3-chloro-benzenecarboperoxoic acid; silver carbonate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1071/CH9900665

Reference yield:

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (71692-91-6) → 3,4-epoxybutyl β-cellobioside (120593-63-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) H₂, 2.) 4percent sulfuric acid / 1.) 10percent Pd/C / 1.) acetic acid, RT, 40 psi, 2.) 4 h

2: 1.) 40percent hydrogen bromide, 2.) silver carbonate, iodine, calcium sulfate, molecular sieve 4A / 1.) dichloromethane, acetic acid, RT, 2 h, 2.) dichloromethane, 24 h

3: m-chloroperbenzoic acid, 2,6-di-t-butyl-4-methylphenol / CH₂Cl₂ / 8 h / Heating

4: 87 mg / sodium methoxide / methanol / 0.5 h

With calcium sulfate; 2,6-di-tert-butyl-4-methyl-phenol; 4 A molecular sieve; sulfuric acid; hydrogen bromide; hydrogen; iodine; sodium methylate; 3-chloro-benzenecarboperoxoic acid; silver carbonate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1071/CH9900665

Reference yield:

β-D-glucose pentaacetate (604-69-3) → 3,4-epoxybutyl β-cellobioside (120593-63-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) 40percent hydrogen bromide, 2.) silver triflate, molecular sieve 4A / 1.) acetic acid, RT, 2 h, 2.) 1,2-dichloroethane, 0 deg C, 1 h

2: 1.) H₂, 2.) 4percent sulfuric acid / 1.) 10percent Pd/C / 1.) acetic acid, RT, 40 psi, 2.) 4 h

3: 1.) 40percent hydrogen bromide, 2.) silver carbonate, iodine, calcium sulfate, molecular sieve 4A / 1.) dichloromethane, acetic acid, RT, 2 h, 2.) dichloromethane, 24 h

4: m-chloroperbenzoic acid, 2,6-di-t-butyl-4-methylphenol / CH₂Cl₂ / 8 h / Heating

5: 87 mg / sodium methoxide / methanol / 0.5 h

With calcium sulfate; 2,6-di-tert-butyl-4-methyl-phenol; 4 A molecular sieve; sulfuric acid; hydrogen bromide; hydrogen; iodine; sodium methylate; silver trifluoromethanesulfonate; 3-chloro-benzenecarboperoxoic acid; silver carbonate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1071/CH9900665

upstream raw materials:

3,4-epoxybutyl hepta-O-acetyl-β-cellobioside

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

but-3-enyl hepta-O-acetyl-β-cellobioside