[6-(Hydroxymethyl)-2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl](phenyl)methanone

Base Information

Chemical Name:[6-(Hydroxymethyl)-2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl](phenyl)methanone
CAS No.:92012-03-8
Molecular Formula:C14H15NO3
Molecular Weight:245.27400
Hs Code.:
DSSTox Substance ID:DTXSID40541028

Synonyms:92012-03-8;DTXSID40541028;[6-(Hydroxymethyl)-2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl](phenyl)methanone

Suppliers and Price of [6-(Hydroxymethyl)-2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl](phenyl)methanone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [6-(Hydroxymethyl)-2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl](phenyl)methanone

Chemical Property:

PSA：49.77000
LogP:1.46160
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:245.10519334
Heavy Atom Count:18
Complexity:360

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC2C(=CC1N(O2)C(=O)C3=CC=CC=C3)CO

Technology Process of [6-(Hydroxymethyl)-2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl](phenyl)methanone

There total 6 articles about [6-(Hydroxymethyl)-2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl](phenyl)methanone 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: 74.0%

: 92011-94-4
N-benzoyl-3-aza-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxabicyclo<2.2.2>oct-5-ene

: 92012-03-8
N-benzoyl-3-aza-6-(hydroxymethyl)-2-oxabicyclo<2.2.2>oct-5-ene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 0.25h;
DOI:10.1021/jo00211a025

Reference yield:

: 40002-24-2
methyl 1,3-cyclohexadiene-2-carboxylate

: 92012-03-8
N-benzoyl-3-aza-6-(hydroxymethyl)-2-oxabicyclo<2.2.2>oct-5-ene

Guidance literature:: Multi-step reaction with 4 steps

1: diisobutylaluminum hydride / hexane; toluene / 1 h / 25 °C

2: imidazole / dimethylformamide / 1 h / 25 °C

3: 45 percent / tetra-n-butylammonium periodate / CH₂Cl₂ / 1 h / 25 °C

4: 74 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.25 h / 25 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; tetrabutylammonium periodite; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00211a025

Reference yield:

: 40002-23-1
cyclohexa-1,5-diene-1-carboxylic acid

: 92012-03-8
N-benzoyl-3-aza-6-(hydroxymethyl)-2-oxabicyclo<2.2.2>oct-5-ene

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl chloride, DMF / tetrahydrofuran / 18 h / 25 °C

2: pyridine / tetrahydrofuran / 1 h / 25 °C

3: diisobutylaluminum hydride / hexane; toluene / 1 h / 25 °C

4: imidazole / dimethylformamide / 1 h / 25 °C

5: 45 percent / tetra-n-butylammonium periodate / CH₂Cl₂ / 1 h / 25 °C

6: 74 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.25 h / 25 °C

With pyridine; 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; tetrabutylammonium periodite; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00211a025