(-)-1,2,6-Hexanetriol

Base Information

• Chemical Name: (-)-1,2,6-Hexanetriol
• CAS No.: 130232-56-3
• Molecular Formula: C₆H₁₄O₃
• Molecular Weight: 134.175
• UNII: Y01634Q9GR
• Wikidata: Q27294081
• Mol file: 130232-56-3.mol

Synonyms:(-)-1,2,6-Hexanetriol;1,2,6-Hexanetriol, (-)-;1,2,6-Hexanetriol, (2S)-;UNII-Y01634Q9GR;(2S)-hexane-1,2,6-triol;Y01634Q9GR;130232-56-3;1JW;6999990;Q27294081

Chemical Property of (-)-1,2,6-Hexanetriol

Chemical Property:

• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 134.094294304
• Heavy Atom Count: 9
• Complexity: 56.3

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CCO)CC(CO)O
• Isomeric SMILES: C(CCO)C[C@@H](CO)O

Technology Process of (-)-1,2,6-Hexanetriol

There total 8 articles about (-)-1,2,6-Hexanetriol 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: 100.0%

palmerolide (A) (942304-04-3) → 1,2,6-hexanetriol (130232-56-3,112254-74-7)

Guidance literature:

With sodium tetrahydroborate; ozone; In methanol; at -78 - 20 ℃;

DOI:10.1016/j.tetlet.2007.09.053

Reference yield: 97.0%

4-((S)-2,2-dimethyl-1,3-dioxoaln-4-yl)butan-1-ol (122872-99-5) → 1,2,6-hexanetriol (130232-56-3,112254-74-7)

Guidance literature:

With acetic acid; for 96h; Ambient temperature;

DOI:10.1016/0008-6215(92)84152-I

Reference yield:

methyl 2,3-dideoxy-5,6-O-isopropylidene-D-erythro-hexonate (127553-90-6) → 1,2,6-hexanetriol (130232-56-3,112254-74-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / imidazole, CBr₄, PPh₃ / CH₂Cl₂ / Ambient temperature

2: 98 percent / NaOAc, H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr / Ambient temperature

3: 99 percent / LiAlH₄ / 1,2-dimethoxy-ethane / 2 h / Heating

4: 97 percent / 80percent aq. AcOH / 96 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; carbon tetrabromide; hydrogen; sodium acetate; acetic acid; triphenylphosphine; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; dichloromethane;

DOI:10.1016/0008-6215(92)84152-I

upstream raw materials:

hexane-1,2,6-triol

4-((S)-2,2-dimethyl-1,3-dioxoaln-4-yl)butan-1-ol

5-Hexen-1-ol

palmerolide (A)

Refernces

• 1、 Lebar, Matthew D.,Baker, Bill J.. "On the stereochemistry of palmerolide A". . p. 8009 - 8010. Retrieved 2008/03/18.
• 2、 Regeling,Chittenden. "Synthesis of some trideoxy-D-hexoses and derivatives thereof from D-glucono-1,5-lactone". . p. 79 - 91. Retrieved 2007/10/02.