1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose

Base Information

• Chemical Name: 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose
• CAS No.: 80018-66-2
• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.359
• Mol file: 80018-66-2.mol

Synonyms:1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose

Chemical Property of 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose

There total 5 articles about 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose 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:

mannitol (69-65-8) → 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose (80018-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / H₂SO₄ / dimethylformamide / 72 h / 25 °C

2: 1.) Dess-Martin periodinane, 2.) molecular sieves 4A / 1.) CH₂Cl₂, reflux, 12 h, 2.) toluene, 110 deg C, 12 h

With 4 A molecular sieve; sulfuric acid; Dess-Martin periodane; In N,N-dimethyl-formamide;

DOI:10.1021/ja00146a009

Reference yield:

benzaldehyde (100-52-7) → 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose (80018-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / H₂SO₄ / dimethylformamide / 72 h / 25 °C

2: 1.) Dess-Martin periodinane, 2.) molecular sieves 4A / 1.) CH₂Cl₂, reflux, 12 h, 2.) toluene, 110 deg C, 12 h

With 4 A molecular sieve; sulfuric acid; Dess-Martin periodane; In N,N-dimethyl-formamide;

DOI:10.1021/ja00146a009

Reference yield:

1,3:4,6-di-O-benzylidene-D-mannitol (28224-73-9) → 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose (80018-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: rutenium dioxide, potassium periodate, potassium carbonate / acetone; H₂O / 20 h

2: benzene / 72 h / Heating

With ruthenium(IV) oxide; potassium metaperiodate; potassium carbonate; In water; acetone; benzene;

DOI:10.1016/S0008-6215(00)84693-5

upstream raw materials:

1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose hydrate

mannitol

benzaldehyde

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

Downstream raw materials:

(2R,5R)-1,3:4,6-di-O-benzylidene-2,5-di-C-methyl-D-threo-hexitol

(2R,5S)-1,3:4,6-di-O-benzylidene-2,5-di-C-methyl-D-threo-hexitol

1,3-O-benzylidene-4-deoxy-2,5-di-C-phenylhex-3-enitol

(2R,4aR,5aR,8R,9aS,9bS)-2,5,8-Triphenyl-dihydro-bis[1,3]dioxino[5,4-b;4',5'-d]pyrrole-4a,5a-diol