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(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. The tert-butyl group provides stability and sterically hinders the reaction, making it a useful building block for organic chemistry applications.

152665-79-7

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152665-79-7 Usage

Uses

Used in Organic Synthesis:
(R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate is used as a building block for the synthesis of various nitrogen-containing compounds, such as pyrrolidine derivatives. Its unique structure and functional groups allow for a wide range of chemical reactions, making it a versatile compound in the field of organic chemistry.
Used in Asymmetric Synthesis:
In the field of asymmetric synthesis, (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate is used as a chiral auxiliary. Its stereochemistry plays a crucial role in controlling the selectivity of the reactions, leading to the formation of enantiomerically pure products. This application is particularly important in the pharmaceutical industry, where the desired biological activity is often associated with a specific enantiomer.
Used in Chemical Reactions:
(R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate is also used in various chemical reactions due to its reactivity and the presence of the diazoacetyl functional group. This group can participate in a range of reactions, such as cyclizations, insertions, and rearrangements, providing access to a diverse array of molecular structures.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate can be used as a starting material for the development of new drugs. Its ability to form a variety of nitrogen-containing compounds makes it a valuable tool in the design and synthesis of novel therapeutic agents.
Used in Research and Development:
(R)-tert-Butyl 2-(2-diazoacetyl)pyrrolidine-1-carboxylate is also utilized in research and development settings, where it can be employed to study the mechanisms of various chemical reactions and to develop new synthetic methodologies. Its unique properties and reactivity make it an interesting compound for chemists to explore and understand.

Check Digit Verification of cas no

The CAS Registry Mumber 152665-79-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,2,6,6 and 5 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 152665-79:
(8*1)+(7*5)+(6*2)+(5*6)+(4*6)+(3*5)+(2*7)+(1*9)=147
147 % 10 = 7
So 152665-79-7 is a valid CAS Registry Number.

152665-79-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl (2R)-2-(2-diazoacetyl)pyrrolidine-1-carboxylate

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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More Details:152665-79-7 SDS

152665-79-7Relevant academic research and scientific papers

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

Schjoth-Eskesen, Christina,Jensen, Henrik Helligso

, p. 3243 - 3253 (2011/03/17)

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

5-(2-Pyrrolidinyl)oxazolidinones and 2-(2-pyrrolidinyl)benzodioxanes: Synthesis of all the stereoisomers and α4β2 nicotinic affinity

Pallavicini, Marco,Bolchi, Cristiano,Binda, Matteo,Cilia, Antonio,Clementi, Francesco,Ferrara, Rossana,Fumagalli, Laura,Gotti, Cecilia,Moretti, Milena,Pedretti, Alessandro,Vistoli, Giulio,Valoti, Ermanno

scheme or table, p. 854 - 859 (2009/08/15)

The four stereoisomers of 2-oxazolidinone 5-substituted with 1-methyl-2-pyrrolidinyl (1), of 1,4-benzodioxane 2-substituted with the same residue (2) and of the nor-methyl analogue of this latter (2a) were synthesized as candidate nicotinoids. Of the 12 c

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

Abele, Stefan,Voegtli, Kurt,Seebach, Dieter

, p. 1539 - 1558 (2007/10/03)

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).

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