Dianhydrodulcitol

Base Information

• Chemical Name: Dianhydrodulcitol
• CAS No.: 23261-20-3
• Molecular Formula: C6H10 O4
• Molecular Weight: 146.143
• Hs Code.: 2910900090
• NSC Number: 133129,132313
• DSSTox Substance ID: DTXSID60941768
• Nikkaji Number: J53.989I
• ChEMBL ID: CHEMBL1987719
• Mol file: 23261-20-3.mol

Synonyms:1,2,5,6-Dianhydrogalactitol;1,2-5,6-dianhydrogalactitol;Dianhydrodulcitol;Dianhydrogalactitol;Diepoxydulcitol;Diepoxygalactitol;NSC 132313;NSC-132313;NSC132313

Chemical Property of Dianhydrodulcitol

Chemical Property:

• Melting Point: 96.5-98.5 °C
• Refractive Index: 1.4310 (estimate)
• Boiling Point: 348°Cat760mmHg
• PKA: 13.53±0.20(Predicted)
• Flash Point: 164.3°C
• PSA: 65.52000
• Density: 1.567
• LogP: -1.49420
• Solubility.: Soluble in DMSO
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

1,2:5,6-Dianhydrogalactitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C(C(C2CO2)O)O
• Recent EU Clinical Trials: Acyl and desacyl ghrelin: The Yin and Yang of glucose homeostasis and insulin sensitivity?

Technology Process of Dianhydrodulcitol

There total 1 articles about Dianhydrodulcitol 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: 11.0%

hexa-1,5-diene-3,4-diol (19700-96-0,19700-97-1,58208-04-1,112571-38-7,144829-86-7,1069-23-4) → (3R,4R)-1,5-hexadiene-3,4-diol (1069-23-4,19700-96-0,19700-97-1,58208-04-1,144829-86-7,112571-38-7) + (3S,4S)-hexa-1,5-diene-3,4-diol (144829-86-7) + (1R,2R)-1,2-Bis-(R)-oxiranyl-ethane-1,2-diol (19895-66-0,23261-20-3,35396-03-3,42355-01-1,110351-41-2,132957-76-7) + (1R,2S)-(R)-1-Oxiranyl-but-3-ene-1,2-diol (132856-04-3,132956-65-1,132956-66-2,132956-67-3)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diisopropyl L(+)-tartarate; 4 A molecular sieve; In water; for 8h;

DOI:10.1021/ja00007a082

Reference yield: 11.0%

1,2:5,6-dianhydrogalactitol (23261-20-3) → D-galactitol (608-66-2) + 1,5-anhydro-DL-galactitol (51607-75-1,53319-04-3)

Guidance literature:

In water; for 6h; Heating;

DOI:10.1016/0008-6215(82)85005-2

Reference yield:

1,2:5,6-dianhydrogalactitol (23261-20-3) → 1,5-anhydro-DL-galactitol (51607-75-1,53319-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) pyridine / 1.) H₂O, reflux, 6 h; 2.) r.t., 6 day

2: 52 percent / H₂O; acetic acid / 0.5 h / Heating

With pyridine; In water; acetic acid;

DOI:10.1016/0008-6215(82)85005-2

upstream raw materials:

hexa-1,5-diene-3,4-diol

Downstream raw materials:

1,6-Didesoxy-1,6-diiod-D-galaktitol

2,6-anhydro-1,5-di-O-trityl-DL-galactitol

2,6-anhydro-1-O-trityl-DL-galactitol

2,5-anhydro-1,6-di-O-trityl-DL-altritol

Refernces