8-Benzyl-8-azabicyclo[3.2.1]octan-3-one oxime

Base Information

• Chemical Name: 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one oxime
• CAS No.: 76272-34-9
• Molecular Formula: C14H18N2O
• Molecular Weight: 230.31
• Hs Code.: 2933990090
• European Community (EC) Number: 616-314-1
• DSSTox Substance ID: DTXSID60534058
• Mol file: 76272-34-9.mol

Synonyms:76272-34-9;8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-ONE OXIME;N-Benzylnortropinone Oxime;N-(8-Benzyl-8-azabicyclo[3.2.1]octan-3-ylidene)hydroxylamine;8-benzyl-3-hydroxyimino-8-aza-bicyclo[3.2.1]octane;N-{8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-YLIDENE}HYDROXYLAMINE;EC 616-314-1;8-Benzyl-8-azabicyclo[3.2.1]octan-3-oneoxime;SCHEMBL164491;DTXSID60534058;KFSOYEAOVNOZNU-UHFFFAOYSA-N;8-Azabicyclo(3.2.1)octan-3-one, 8-(phenylmethyl)-, oxime;AMY12570;BCP13932;CS-M0613;MFCD01474457;AKOS016011576;AS-66647;SY111592;NS00006366;8-Benzyl-8-aza-bicyclo[3.2.1]octan-3-one oxime;8-benzyl-8-azabicyclo [3.2.1]octan-3-one oxime;A915120

Chemical Property of 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one oxime

Chemical Property:

• Melting Point: 124℃
• Boiling Point: 372.216 °C at 760 mmHg
• Flash Point: 178.91 °C
• PSA: 35.83000
• Density: 1.243 g/cm³
• LogP: 2.58150
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 230.141913202
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

99.9% ^*data from raw suppliers

N-BenzylnortropinoneOxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(=NO)CC1N2CC3=CC=CC=C3
• Uses: An intermediate in the preparation of chemokine receptor ligands, antibacterial agents, and tyrosine kinase signal transduction inhibitors

Technology Process of 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one oxime

There total 13 articles about 8-Benzyl-8-azabicyclo[3.2.1]octan-3-one oxime 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: 91.0%

N-benzylnortropinone (28957-72-4) → 8-Benzyl-1αH,5αH-nortropan-3-one Oxime (76272-34-9)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; at 100 ℃; for 0.5h;

DOI:10.1002/jhet.5570190307

Reference yield: 66.0%

N-benzyltropinone (28957-72-4) → 8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime (76272-34-9)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; at 20 ℃;

Reference yield:

→ 8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime (76272-34-9) + N-benzyltropinone (28957-72-4)

Guidance literature:

upstream raw materials:

N-benzylnortropinone

benzyl bromide

8-azabicyclo[3.2.1]octan-3-one

N-benzyltropinone

Downstream raw materials:

N-(8-benzyl-8-aza-bicyclo[3.2.1]octan-3-yl)-6-chloro-2-methoxyacridin-9-amine

exo-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-carbamic acid tert-butyl ester

exo-3-<<(1,1-dimethylethoxy)carbonyl>amino>-8-azabicyclo<3.2.1>octane

exo-N-(8-benzyl-8-azabicyclo[3.2.1]oct-3-yl)-2-methylpropanamide

Refernces

• 1、 -. "CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE". Paragraph 00269; 00271. . Retrieved 2019/06/11.
• 2、 Rashad, Adel A.,Song, Li-Rui,Holmes, Andrew P.,Acharya, Kriti,Zhang, Shiyu,Wang, Zhi-Long,Gary, Ebony,Xie, Xin,Pirrone, Vanessa,Kutzler, Michele A.,Long, Ya-Qiu,Chaiken, Irwin. "Bifunctional Chimera That Coordinately Targets Human Immunodeficiency Virus 1 Envelope gp120 and the Host-Cell CCR5 Coreceptor at the Virus-Cell Interface". . p. 5020 - 5033. Retrieved 2018/05/29.