848153-29-7

Usage

Uses

Used in Pharmaceutical Industry:
Tert-butyl 2-cyclopropylhydrazinecarboxylate is used as a key intermediate in the synthesis of various pharmaceutical compounds for its unique reactivity and steric effects. Its presence in the compound allows for the development of new drugs with improved efficacy and selectivity.
Used in Organic Chemistry:
Tert-butyl 2-cyclopropylhydrazinecarboxylate is used as a building block in the synthesis of various organic compounds due to its unique reactivity and the protective nature of the tert-butyl group. This allows for the selective formation of desired products and the prevention of unwanted side reactions.

Upstream product

• 765-30-0 Cyclopropylamine 
• 462100-44-3 oxaziridine-2,3,3-tricarboxylic acid 2-tert-butyl ester 3,3-diethyl ester 
• 870-46-2 t-butoxycarbonylhydrazine 
• 5009-27-8 cyclopropanone 
• 105838-14-0 tert-butyl N-tosyloxycarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 408346-61-2 2-(N-tert-butoxycarbonylimino)malonic acid diethyl ester 
• 68014-21-1 triphenyl(t-butoxycarbonylimino)phosphorane 

Relevant academic research and scientific papers

Discovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators

The present study describes the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-ylacetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, we identified a tetrazole scaffold that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, we evaluated the compounds in Tier 1 DMPK assays and have identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.

Preparation method of cyclopropylhydrazine hydrochloride

The invention provides a preparation method of cyclopropylhydrazine hydrochloride. The preparation method comprises the following steps: (1) enabling rolicyprine to react with N-Boc-O-tosyl hydroxylamine or N-Boc-O-mesyl hydroxylamine or N-Boc-O-O-(mesitylsulfonyl) hydroxylamine in organic solvent at the temperature of 0 to 20 DEG C under the action of N-methyl morpholine to obtain an intermediate N-Boc-O-cyclopropylhydrazine; (2) enabling the intermediate N-Boc-O-cyclopropylhydrazine obtained in the step (1) to do a deprotection reaction with an aqueous solution of hydrogen chloride to take off a Boc protecting group, so as to obtain the cyclopropylhydrazine hydrochloride. The method provided by the invention is mild in operation condition, simple, convenient and suitable for industrial production and has a good application prospect, the cost can be greatly reduced, and the yield is improved.

N-Boc-O-tosyl hydroxylamine as a safe and efficient nitrogen source for the N-amination of aryl and alkyl amines: Electrophylic amination

β-Boc-protected aryl and alkyl hydrazines, useful intermediates for azapeptides and N-substituted pyrazoles, were synthesized by electrophylic amination methodology, using less energetic N-Boc-O-tosyl hydroxylamine as an efficient nitrogen source. Also we have demonstrated a two-step, chromatography-free synthesis of N-Boc-O-tosyl hydroxylamine. Georg Thieme Verlag Stuttgart - New York.

Oxaziridine-mediated amination of primary amines: Scope and application to a one-pot pyrazole synthesis

(Chemical Equation Presented) Electrophilic amination of primary aliphatic and aromatic amines is reported using a diethylketomalonate-derived oxaziridine to afford the corresponding N-Boc hydrazines in good to excellent yields. The method allows a one-pot synthesis of pyrazoles from primary amines.