152665-79-7

Basic information

• Product Name: (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate
• Synonyms: (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate
• CAS NO: 152665-79-7
• Molecular Formula: C₁₁H₁₇N₃O₃
• Molecular Weight: 239.27098
• Mol File: 152665-79-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate(152665-79-7)
• EPA Substance Registry System: (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate(152665-79-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 152665-79-7(Hazardous Substances Data)

Usage

General Description

(R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate is a chemical compound with the molecular formula C11H16N2O3. It is a derivative of pyrrolidine and a tert-butyl ester, with a diazoacetyl functional group attached to the pyrrolidine ring. (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate is commonly used in organic synthesis and chemical reactions, particularly in the formation of pyrrolidine derivatives and other nitrogen-containing compounds. It has also been studied for its potential use as a chiral auxiliary in asymmetric synthesis. Additionally, the tert-butyl group provides stability and sterically hinders the reaction, making it a useful building block for organic chemistry applications.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 37784-17-1 N-(tert-butoxycarbonyl)-D-proline 
• 344-25-2 D-Prolin 
• 186581-53-3 diazomethane 

Downstream Products

• 253790-43-1 tert-butyl (R)-2-[2-(benzyloxy)-2-oxoethyl]pyrrolidine-1-carboxylate 
• 132482-05-4 methyl (R)-2-[N(1')-(tert-butoxycarbonyl)pyrrolidin-2'-yl]ethanoate 
• 201038-72-4 (R)-1-(2-(1-(3-benzyloxy-benzenesuylfonyl)-pyrrolidin-2-yl)-ethyl)-4-methyl piperidine 
• 261901-57-9 SB 269970 A 
• 132482-06-5 tert-butyl (2R)-2-(2-hydroxyethyl)pyrrolidine-1-carboxylate 
• 101555-60-6 2-(R)-carboxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Efficient Arndt-Eistert synthesis of selective 5-HT7 receptor antagonist SB-269970

This contribution describes a novel Arndt-Eistert approach for the efficient synthesis of the potent and selective 5-HT7-antagonist, (R)-3-(2-(2-(4-methylpiperidin-1-yl)-ethyl)pyrrolidine-1-sulfonyl)phenol (SB-269970), from D-proline. The synthesis was ca

Oligomers of β2- and of β3-homoproline: What are the secondary structures of β-peptides lacking H-bonds?

To study the role of H-bonds in stabilizing β-peptidic secondary structures, we have synthesized β-oligopeptides (up to the octadecamer 12) consisting of β2- and β3-homoproline, i.e., β-peptides lacking amide protons. The enantiomer purity of the building block β2-homoproline (nipecotic acid, 4) was determined by HPLC analysis of the N-(2,4- dinitrophenyl) derivative 5 on a Chiralcel-OD column (cf. Fig. 2). The CD spectra of the all-(S)-β2- and all-(S)-β3-HPro-containing, β-peptides display novel and intensive CD patterns which may be indicative of a secondary structure (cf. Fig. 3). It is noteworthy that a distinct CD pattern was observed with the β3-HPro derivatives containing as few as three residues (7a). The crystal structure of a N-deprotected β3-HPro-tripeptide 7c is presented (cf. Figs. 4 and 5), and a model for the structure of β- peptides consisting of β3-HPro is discussed (cf. Figs. 6 and 7).