1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol

Base Information

• Chemical Name: 1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol
• CAS No.: 913534-58-4
• Molecular Formula: C₃₁H₃₃NO₁₀S
• Molecular Weight: 611.67
• Mol file: 913534-58-4.mol

Synonyms:1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol

Chemical Property of 1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol

There total 4 articles about 1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol 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: 89.0%

(2R,4aS,5aS,8R,9aR,9bR)-Perhydro-2,8-diphenyl-2H,5H,8H-bis<1,3>dioxino<5,4-b:4',5'-d>pyrrole (133443-76-2,187343-15-3) + 2,4-O-benzylidene-D-erythritol-1,3-cyclic-sulfate (302579-06-2) → 1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol (913534-58-4)

Guidance literature:

With potassium carbonate; In acetone; at 65 ℃; for 12h;

DOI:10.1016/j.carres.2006.06.022

Reference yield:

1,3:4,6-di-O-benzylidene-D-mannitol (28224-73-9) → 1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol (913534-58-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / pyridine / CH₂Cl₂

2: 84 percent / 12 h / 130 °C

3: 90 percent / Pd(OH)2/C; H₂ / ethyl acetate; methanol / 3 h

4: 89 percent / K₂CO₃ / acetone / 12 h / 65 °C

With pyridine; palladium dihydroxide; hydrogen; potassium carbonate; In methanol; dichloromethane; ethyl acetate; acetone;

DOI:10.1016/j.carres.2006.06.022

Reference yield:

1,3:4,6-di-O-benzylidene-2,5-di-O-methanesulfonyl-D-mannitol (28224-74-0) → 1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2R,3R)-2,4-O-benzylidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol (913534-58-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / 12 h / 130 °C

2: 90 percent / Pd(OH)2/C; H₂ / ethyl acetate; methanol / 3 h

3: 89 percent / K₂CO₃ / acetone / 12 h / 65 °C

With palladium dihydroxide; hydrogen; potassium carbonate; In methanol; ethyl acetate; acetone;

DOI:10.1016/j.carres.2006.06.022

upstream raw materials:

(2R,4aS,5aS,8R,9aR,9bR)-Perhydro-2,8-diphenyl-2H,5H,8H-bis<1,3>dioxino<5,4-b:4',5'-d>pyrrole

2,4-O-benzylidene-D-erythritol-1,3-cyclic-sulfate

1,3:4,6-di-O-benzylidene-D-mannitol

1,3:4,6-di-O-benzylidene-2,5-di-O-methanesulfonyl-D-mannitol