benzyl 3-iodoazetidine-1-carboxylate

benzyl 3-iodoazetidine-1-carboxylate - Names and Identifiers

Name	benzyl 3-iodoazetidine-1-carboxylate
Synonyms	1-Cbz-3-iodoazetidine 1-Cbz-3-iodo-azetidine benzyl 3-iodoazetidine-1-carboxylate 3-IODO-AZETIDINE-1-CARBOXYLIC ACID BENZYL ESTER 3-iodo-1-Azetidinecarboxylic acid phenylmethyl ester 1-Azetidinecarboxylic acid, 3-iodo-, phenylMethyl ester
CAS	939759-26-9
InChI	InChI=1/C11H12INO2/c12-10-6-13(7-10)11(14)15-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2

benzyl 3-iodoazetidine-1-carboxylate - Physico-chemical Properties

Molecular Formula	C11H12INO2
Molar Mass	317.12
Density	1.72±0.1 g/cm3(Predicted)
Boling Point	377.5±42.0 °C(Predicted)
Flash Point	182.1°C
Vapor Presure	6.73E-06mmHg at 25°C
pKa	-3.44±0.40(Predicted)
Storage Condition	2-8°C
Refractive Index	1.642

benzyl 3-iodoazetidine-1-carboxylate - Reference Information

Application

1-CBZ-3-iodoacridine is an organic intermediate, it can be prepared from 1-CBZ-3-hydroxyacridine Iodo.

preparation

preparation of 1-CBZ-3-iodoacridine: imidazole (2.38g,35 mmol) and PPh3(9.18g,35 mmol) was added to a Schlenk tube equipped with a Stir bar. Air was removed by evacuation/filling with argon (three times) and then CH2Cl2(40 mL) was added. The resulting solution was cooled to 0 °c and iodine tablets (8.9g,35mmol) were added in portions. Phase 1-CBZ-3-hydroxyacridine (25mmol) was dissolved in CH2Cl2(20ml) and then added dropwise to the mixture at 0 °c (Brown solution with yellow solid) and then allowed to warm to room temperature, overnight. Ether was added and the mixture was passed through silica gel (ether wash) and the solids were removed. The resulting solution was concentrated and the residue was purified by flash chromatography to give the desired product, 1-CBZ-3-iodoacridine.

Last Update：2024-04-09 20:52:54