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

Base Information

• Chemical Name: 1,3:4,6-Di-O-benzylidene-D-threo-2,5-hexodiulose Hydrate
• CAS No.: 80030-25-7
• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.375
• DSSTox Substance ID: DTXSID70454076
• Mol file: 80030-25-7.mol

Synonyms:80030-25-7;1,3:4,6-Di-O-benzylidene-D-threo-2,5-hexodiulose Hydrate;(1S,2S,7S,9S)-4,12-Diphenyl-3,5,8,11,13-pentaoxatricyclo[7.4.0.02,7]tridecane-7,9-diol;DTXSID70454076;WUBQHQQOSOSTHS-RWVLGTNRSA-N

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

Chemical Property:

• PSA: 86.61000
• LogP: 1.62220
• Solubility.: Ethyl Acetate
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 372.12090297
• Heavy Atom Count: 27
• Complexity: 486

Purity/Quality:

99% ^*data from raw suppliers

1,3:4,6-Di-O-benzylidene-D-threo-2,5-hexodiulose Hydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2(C(C3C(O2)(COC(O3)C4=CC=CC=C4)O)OC(O1)C5=CC=CC=C5)O
• Isomeric SMILES: C1[C@]2([C@H]([C@H]3[C@@](O2)(COC(O3)C4=CC=CC=C4)O)OC(O1)C5=CC=CC=C5)O
• Uses: 1,3:4,6-Di-O-benzylidene-D-threo-2,5-hexodiulose Hydrate (cas# 80030-25-7) is a compound useful in organic synthesis.

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

There total 4 articles about 1,3:4,6-Di-O-benzylidene-D-threo-2,5-hexodiulose Hydrate 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: 70.0%

1,3:4,6-di-O-benzylidene-D-mannitol (28224-73-9) → 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose hydrate (80030-25-7,149199-30-4)

Guidance literature:

With ruthenium(IV) oxide; potassium metaperiodate; potassium carbonate; In ethyl acetate; for 48h; Product distribution; various solvents;

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

Reference yield:

1,3:4,6-di-O-benzylidene-D-mannitol (28224-73-9) → 1,3:4,6-di-O-benzylidene-D-fructose (80018-64-0) + 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose hydrate (80030-25-7,149199-30-4)

Guidance literature:

With ruthenium(IV) oxide; potassium metaperiodate; potassium carbonate; In water; acetone; for 20h;

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

Reference yield:

1,3:4,6-di-O-benzylidene-D-mannitol (28224-73-9) + dimethyl sulfoxide (67-68-5,8070-53-9) → 1,3:4,6-di-O-benzylidene-D-threo-2,5-hexodiulose hydrate (80030-25-7,149199-30-4) + 1,3:4,6-di-O-benzylidene-5-O-(methylthiomethyl)-D-fructose (80018-65-1)

Guidance literature:

With acetic anhydride; Ambient temperature;

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

upstream raw materials:

methyl magnesium iodide

(2S,5S)-2,5-anhydro-1,3:4,6-di-O-benzylidene-2-C-hydroxy-5-C-methoxy-D-threo-hexitol

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

dimethyl sulfoxide

Downstream raw materials:

(2S,5S)-2,5-anhydro-1,3:4,6-di-O-benzylidene-2-C-hydroxy-5-C-methoxy-D-threo-hexitol

1,3:4,6-di-O-benzylidene-5-C-methyl-D-fructose

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

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