2,3'-anhydrosucrose

Base Information

• Chemical Name: 2,3'-anhydrosucrose
• CAS No.: 131158-06-0
• Molecular Formula: C₁₂H₂₀O₁₀
• Molecular Weight: 324.285
• Mol file: 131158-06-0.mol

Synonyms:5H-Furo[2,3-b]pyrano[3,2-e][1,4]dioxin,a-D-glucopyranose b-D-fructofuranose1,2':2,3'-dianhydride deriv.; 2,3'-Anhydrosucrose

Chemical Property of 2,3'-anhydrosucrose

Chemical Property:

• Boiling Point: 675.1°Cat760mmHg
• Flash Point: 362.1°C
• PSA: 158.30000
• Density: 1.635g/cm³
• LogP: -4.35000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3'-anhydrosucrose

There total 1 articles about 2,3'-anhydrosucrose 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: 74.9%

α-D-glucopyranosyl 3,4-anhydro-β-D-ribo-hexulofuranoside (76520-78-0,84142-57-4) → 2,3'-anhydrosucrose (131158-06-0)

Guidance literature:

With sodium hydroxide; at 100 ℃; for 20h;

DOI:10.1016/0008-6215(90)80136-Q

Reference yield:

2,3'-anhydrosucrose (131158-06-0) → 2,3':3,4-dianhydro-6,1',6'-tri-O-trityl-galacto-sucrose (131219-53-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) triphenylphosphine, 2) diethyl azodicarboxylate / 1) DMF, 0 deg C, 10 min, 2) 24 h, room temperature

2: pyridine / 16 h

3: 1) 1M sodium methoxide, 2) pyridine / 1) methanol, 2) 72 h, room temperature

With pyridine; sodium methylate; triphenylphosphine; diethylazodicarboxylate;

DOI:10.1016/0008-6215(90)80136-Q

Reference yield:

2,3'-anhydrosucrose (131158-06-0) → 3,6,1',4',6'-penta-O-acetyl-2,3'-anhydro-4-O-tosylsucrose (131181-96-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 71.1 percent / p-toluenesulfonic acid / dimethylformamide / 1.5 h

2: 87 percent / pyridine

3: 69 percent / aq. 60percent acetic acid / 0.5 h / 50 °C

4: 1) pyridine, 2) pyridine / 1) 16 h, room temperature, 2) 48 h

With pyridine; toluene-4-sulfonic acid; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(90)80136-Q

upstream raw materials:

α-D-glucopyranosyl 3,4-anhydro-β-D-ribo-hexulofuranoside

Downstream raw materials:

2,3'-anhydro-6,6'-di-O-tritylsucrose

6,1',6'-tri-O-acetyl-2,3':3,4-dianhydro-4'-O-tosyl-allo-sucrose

2,3'-anhydro-3,4'-di-O-tosylsucrose

3,6,1',4',6'-penta-O-acetyl-2,3'-anhydro-4-O-tosylsucrose

Refernces