Bicyclo[3.3.1]nonane-2,6-diol

Base Information

• Chemical Name: Bicyclo[3.3.1]nonane-2,6-diol
• CAS No.: 16473-12-4
• Molecular Formula: C9H16O2
• DSSTox Substance ID: DTXSID70340480
• Nikkaji Number: J819.417C
• Wikidata: Q82110141
• Mol file: 16473-12-4.mol

Synonyms:Bicyclo[3.3.1]nonane-2,6-diol;16473-12-4;Cambridge id 5218351;Oprea1_811457;SCHEMBL15973510;DTXSID70340480;MFCD00605521;AKOS002262818

Chemical Property of Bicyclo[3.3.1]nonane-2,6-diol

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C2CCC(C1C2)O)O

Technology Process of Bicyclo[3.3.1]nonane-2,6-diol

There total 3 articles about Bicyclo[3.3.1]nonane-2,6-diol 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:

dimethyl rac-(1R,2S,4R,5S)-bicyclo[2.2.1]heptane-2,5-dicarboxylate → Bicyclo<3.3.1>nonan-2,6-diol (16473-12-4) + (S,S)-bicyclo[3.3.1]nonane-2,6-dione (36415-87-9) + 6-Hydroxy-bicyclo[3.3.1]nonan-2-one (67388-67-4) + (-)-(1R,5R)-bicyclo[3.3.1]nonane-2,6-dione (79767-50-3)

Guidance literature:

With baker's yeast; Sucrose; In water; for 6h;

DOI:10.1016/S0957-4166(02)00157-X

Reference yield:

bicyclo[3.3.1]nonane-2,6-dione (16473-11-3) → Bicyclo<3.3.1>nonan-2,6-diol (16473-12-4) + (S,S)-bicyclo[3.3.1]nonane-2,6-dione (36415-87-9) + (-)-(1R,5R)-bicyclo[3.3.1]nonane-2,6-dione (79767-50-3) + (1S,5S,6R)-6-Hydroxy-bicyclo[3.3.1]nonan-2-one

Guidance literature:

With horse liver alcohol dehydrogenase; NAD; In phosphate buffer; ethanol; at 30 ℃; for 24h; pH=7.5; Product distribution; Enzymatic reaction;

DOI:10.1021/jo991385a

Reference yield:

bicyclo[3.3.1]nonane-2,6-dione (16473-11-3) + benzylamine (100-46-9) → Bicyclo<3.3.1>nonan-2,6-diol (16473-12-4) + 1-hydroxy-2-benzyl-2-azatwistane + 6-Hydroxy-bicyclo[3.3.1]nonan-2-one (67388-67-4) + N2,N6-dibenzylbicyclo[3.3.1]nonane-2,6-diamine (75698-08-7)

Guidance literature:

With sodium tetrahydroborate; Multistep reaction. Title compound not separated from byproducts; 1) ethanol, reflux, 2 h 2) 20 deg C, 3 h;

DOI:10.1007/BF00557747

upstream raw materials:

bicyclo[3.3.1]nonane-2,6-dione

benzylamine

bicyclo[3.3.1]nonane-2,6-dione

Downstream raw materials:

bicyclo[3.3.1]nonane-2,6-dione

bicyclo<3.3.1>nonane-ditosylate