253176-94-2

Basic information

• Product Name: TERT-BUTYL 3-(IODOMETHYL)AZETIDINE-1-CARBOXYLATE
• Synonyms: TERT-BUTYL 3-(IODOMETHYL)AZETIDINE-1-CARBOXYLATE;1-Boc-3-(iodomethyl)azetidine;1-Boc-3-(iodomethyl)azeti...;N-Boc-3-(iodomethyl)azetidine
• CAS NO: 253176-94-2
• Molecular Formula: C₉H₁₆INO₂
• Molecular Weight: 297.14
• Mol File: 253176-94-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 300.9±15.0 °C(Predicted)
• Appearance: /
• Density: 1.571±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -2.17±0.40(Predicted)
• CAS DataBase Reference: TERT-BUTYL 3-(IODOMETHYL)AZETIDINE-1-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 3-(IODOMETHYL)AZETIDINE-1-CARBOXYLATE(253176-94-2)
• EPA Substance Registry System: TERT-BUTYL 3-(IODOMETHYL)AZETIDINE-1-CARBOXYLATE(253176-94-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 253176-94-2(Hazardous Substances Data)

Usage

General Description

TERT-BUTYL 3-(IODOMETHYL)AZETIDINE-1-CARBOXYLATE is a chemical compound commonly used in the field of organic synthesis. This substance, which is often utilized as an intermediate in pharmaceutical and chemical research, features a unique structure constituted by a combination of a tertiary butyl group, an iodomethyl group, and an azetidine-1-carboxylate group. While specific traits such as its physical properties, toxicity, or reactivity depend on various factors, this compound overall exemplifies the kind of advanced, tailor-made molecules essential to modern chemical and pharmaceutical industries.

Upstream product

• 892408-42-3 tert-butyl 3-({[(4-methylphenyl)sulfonyl]oxy}methyl)azetidine-1-carboxylate 
• 253176-93-1 3-bromomethyl-azetidine-1-carboxylic acid tert-butyl ester 
• 142253-56-3 3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 253176-97-5 (2S,3R)-3-(1-tert-Butoxycarbonyl-azetidin-3-ylmethyl)-4-oxo-azetidine-2-carboxylic acid benzyl ester 

Relevant articles and documents

Stereospecific Synthesis of E-Alkenes through Anti-Markovnikov Hydroalkylation of Terminal Alkynes

We have developed a method for stereospecific synthesis of E-alkenes from terminal alkynes and alkyl iodides. The hydroalkylation reaction is enabled by a cooperative action of copper and nickel catalysts and proceeds with excellent anti-Markovnikov selectivity. We demonstrate the broad scope of the reaction, which can be accomplished in the presence of esters, nitriles, aryl bromides, ethers, alkyl chlorides, anilines, and a wide range of nitrogen-containing heteroaromatic compounds. Mechanistic studies provide evidence that the copper catalyst activates the alkyne by hydrocupration, which controls both the regio- and diastereoselectivity of the overall reaction. The nickel catalyst activates the alkyl iodide and promotes cross coupling with the alkenyl copper intermediate.

Beta lactam compounds and their use as inhibitors of tryptase

Compounds of the formulas: are disclosed. These compounds inhibit tryptase as well as other enzyme systems or are selective tryptase inhibitors and are useful as antiinflammatory agents particularly in the treatment of chronic asthma.