155989-69-8

Basic information

• Product Name: 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester
• Synonyms: 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester;4-Phenoxy-piperidine-1-carboxylic acid tert-butyl ester;tert-Butyl 4-phenoxypiperidine-1-carboxylate
• CAS NO: 155989-69-8
• Molecular Formula: C₁₆H₂₃NO₃
• Molecular Weight: 277.36
• EINECS: 604-604-1
• Mol File: 155989-69-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 65-68 °C
• Boiling Point: 374.5±35.0 °C(Predicted)
• Appearance: /
• Density: 1.091±0.06 g/cm3(Predicted)
• PKA: -2.54±0.40(Predicted)
• CAS DataBase Reference: 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester(155989-69-8)
• EPA Substance Registry System: 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester(155989-69-8)

Safety Data

• Hazardous Substances Data: 155989-69-8(Hazardous Substances Data)

Usage

General Description

3-Iodo-azetidine-1-carboxylic acid tert-butyl ester is a chemical compound that is a derivative of azetidine-1-carboxylic acid, containing an iodine atom and a tert-butyl ester group. It is often used as a building block in the synthesis of various pharmaceuticals and other organic compounds. 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester is known for its potential biological activities and has been studied for its potential as an anti-cancer and anti-infective agent. Its tert-butyl ester group provides stability and ease of handling while its iodine atom can be used for radio-labeling purposes. 3-Iodo-azetidine-1-carboxylic acid tert-butyl ester is a versatile and important chemical in organic synthesis and drug discovery.

Upstream product

• 109384-19-2 t-butyl 4-hydroxy piperidine-1-carboxylate 
• 108-95-2 phenol 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1972-28-7 diethylazodicarboxylate 

Downstream Products

• 3413-27-2 4-(phenoxy)-piperidine hydrochloride 
• 944808-43-9 6-(4-phenoxypiperidin-1-yl)pyridazine-3-carbonitrile 
• 944808-49-5 N'-hydroxy-6-(4-phenoxypiperidin-1-yl)pyridazine-3-carboxamide 
• 442198-48-3 (2E)-3-(4-Chlorophenyl)-N-[(1S)-2-oxo-2-{[2-oxo-2-(4-phenoxy-1-piperidinyl)ethyl]amino}-1-(2-pyridylmethyl)ethyl]-acrylamide 
• 3413-27-2 4-phenoxypiperidine hydrochloride 
• 855267-34-4 3-(4-phenoxypiperidin-1-yl)propan-1-ol 
• 3202-33-3 4-phenoxypiperidine 

Relevant articles and documents

Removable phosphine reagents for the Mitsunobu reaction

We have developed a novel triphenylphosphine replacement for the Mitsunobu reaction. We have demonstrated that 4-diphenylphosphanyl-benzoic acid 2-trimethylsilanyl-ethyl ester (DPPBE) is an efficient reagent and greatly facilitates the isolation of the desired product.

COMPOUNDS AND USES THEREOF

The present invention features compounds useful in the treatment of neurological disorders and primary brain cancer. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders and primary brain cancer.

Synthesis of 11C-labelled ureas by palladium(II)-mediated oxidative carbonylation

Positron emission tomography is an imaging technique with applications in clinical settings as well as in basic research for the study of biological processes. A PET tracer, a biologically active molecule where a positron-emitting radioisotope such as carbon-11 has been incorporated, is used for the studies. Development of robust methods for incorporation of the radioisotope is therefore of the utmost importance. The urea functional group is present in many biologically active compounds and is thus an attractive target for incorporation of carbon-11 in the form of [11C]carbon monoxide. Starting with amines and [11C]carbon monoxide, both symmetrical and unsymmetrical 11C-labelled ureas were synthesised via a palladium(II)-mediated oxidative carbonylation and obtained in decay-corrected radiochemical yields up to 65%. The added advantage of using [11C]carbon monoxide was shown by the molar activity obtained for an inhibitor of soluble epoxide hydrolase (247 GBq/μmol-319 GBq/μ mol). DFT calculations were found to support a reaction mechanism proceeding through an 11C-labelled isocyanate intermediate.