254454-54-1

Basic information

• Product Name: 1-Boc-3-iodoazetidine
• Synonyms: 1-BOC-3-IODO-AZETIDINE 98%;tert-butyl 3-iodoazetidine-1-carboxylate;tert-Butyl 3-iodoazetidine-1-carboxylate, 1-(tert-Butoxycarbonyl)-3-iodoazetidine;1-N-Boc-3-iodoazetidine;1-Boc-3-iodo-azetidine;N-Boc-3-iodoazetidine;3-Iodoazetidine, N-BOC protected;1-tert-Butoxycarbonyl-3-iodoazetidine
• CAS NO: 254454-54-1
• Molecular Formula: C₈H₁₄INO₂
• Molecular Weight: 283.10673
• EINECS: 1308068-626-2
• Product Categories: Azetidine
• Mol File: 254454-54-1.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 282.037 °C at 760 mmHg
• Flash Point: 124.372 °C
• Appearance: /
• Density: 1.632 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.5090 to 1.5130
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -3.39±0.40(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 1-Boc-3-iodoazetidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-3-iodoazetidine(254454-54-1)
• EPA Substance Registry System: 1-Boc-3-iodoazetidine(254454-54-1)

Safety Data

• Hazard Codes: Xi,N,T
• Statements: 25-36-50
• Safety Statements: 26-45
• RIDADR: UN 3082 9 / PGIII
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 254454-54-1(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to red-brown liquid

Uses

1-Boc-3-iodoazetidine is used as an organic chemical synthesis intermediate.

InChI:InChI=1/C8H14INO2/c1-8(2,3)12-7(11)10-4-6(9)5-10/h6H,4-5H2,1-3H3

Upstream product

• 141699-55-0 tert-butyl 3-hydroxyazetidine-1-carboxylate 
• 398489-26-4 tert-butyl 3-oxoazetidine-1-carboxylate 
• 19540-05-7 1-azabicyclo<1.1.0>butane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 916899-83-7 tert-butyl 3-{[(trifluoromethyl)sulfonyl]oxy}azetidine-1-carboxylate 
• 141699-58-3 3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester 
• 142253-55-2 1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid 

Downstream Products

• 792970-55-9 tert-butyl 3-(dimethylamino)azetidine-1-carboxylate 
• 1146089-80-6 tert-butyl 3-((6-bromopyridin-3-yl)oxy)azetidin-1-carboxylate 
• 1180654-03-8 tert-butyl 3-(3-cyano-4-(2,4-dichlorophenylamino)-6,7-dimethoxyquinolin-2-yl)-azetidine-1-carboxylate 
• 870526-70-8 tert-butyl 3-(2-trityl-2H-indazol-4-yl)azetidine-1-carboxylate 
• 1240970-70-0 tert-butyl 3-(4-(methoxycarbonyl)phenyl)azetidine-1-carboxylate 
• 916900-30-6 tert-butyl 3-[3-(benzyloxy)phenyl]azetidine-1-carboxylate 
• 1255305-40-8 tert-butyl 3-[4-(4-cyclopropylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate 
• 1255305-48-6 tert-butyl 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate 
• 1451998-59-6 tert-butyl 3-(phenylthio)azetidine-1-carboxylate 
• 1398565-37-1 3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester 
• 1566543-57-4 tert-butyl 3-(4-((4-chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)azetidi ne-1-carboxylate 
• 916421-36-8 tert-butyl 3-(4-aminophenyl) azetidine-1-carboxylate 
• 1566543-77-8 tert-butyl 3-(4-((4-((2-(1-(methoxycarbonyl)cyclopropyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)azetidine-1-carboxylate 
• 1566543-79-0 tert-butyl 3-(4-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)azetidine-1-carboxylate 

Relevant articles and documents

Visible-Light-Mediated C-I Difluoroallylation with an α-Aminoalkyl Radical as a Mediator

Herein, we report a protocol for direct visible-light-mediated C-I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkenes with cyclic and acyclic primary, secondary, and tertiary alkyl iodides and is scalable to the gram level. This mild protocol uses an inexpensive mediator and is suitable for late-stage functionalization of complex natural products and drugs.

Regioselective α-benzylation of 3-iodoazetidine via Suzuki cross-coupling

An efficient protocol for the synthesis of α-benzyl azetidines starting from benzylboronic acid pinacol ester derivatives and 3-iodoazetidine was developed. A wide range of α-benzyl azetidine derivatives were obtained in moderate to good yields with high regioselectivity (>99%).

Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling

A cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, and alkenyl Grignard reagents is disclosed. The reaction allows the introduction of strained rings on a large panel of primary and secondary alkyl iodides. The catalytic system is simple and nonexpensive, and the reaction is general, chemoselective, and diastereoconvergent. The alkene resulting from the cross-coupling can be transformed to substituted cyclopropanes using a Simmons-Smith reaction. The formation of radical intermediates during the coupling is hypothesized.