194163-91-2

Basic information

• Product Name: N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER
• Synonyms: 1-tert-Butyl 2-methyl (2S,4R)-4-cyanopyrrolidine-1,2-dicarboxylate;trans-4-Cyano-L-proline methyl ester, N-BOC protected, (2S,4R)-1-(tert-Butoxycarbonyl)-4-cyano-2-(methoxycarbonyl)pyrrolidine;BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER;BOC-L-TRANSPRO(4-CN)-OME;N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER;trans-N-Boc-4-cyano-L-proline Methyl ester, 97%;(2S,4R)-1-tert-butyl 2-Methyl 4-cyanopyrrolidine-1,2-dicarboxylate;(2S,4R)-4-Cyano-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester
• CAS NO: 194163-91-2
• Molecular Formula: C₁₂H₁₈N₂O₄
• Molecular Weight: 254.28
• Mol File: 194163-91-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.17
• CAS DataBase Reference: N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER(194163-91-2)
• EPA Substance Registry System: N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER(194163-91-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 194163-91-2(Hazardous Substances Data)

Usage

Description

N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER is a chemical compound derived from proline, an essential amino acid in proteins. It features a tert-butoxycarbonyl (BOC) protecting group, a nitrile functional group, and a methyl ester group attached to the carboxylic acid of proline. N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER plays a crucial role in organic synthesis and is a valuable building block in the production of pharmaceuticals and biologically active molecules.

Uses

Used in Pharmaceutical Industry:
N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups enable the development of new drugs with improved therapeutic properties.
Used in Organic Synthesis:
In the field of organic synthesis, N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER serves as a versatile building block for the creation of complex organic molecules. Its presence of the BOC protecting group allows for selective reactions, while the nitrile and methyl ester groups provide additional sites for further functionalization.
Used in the Production of Biologically Active Molecules:
N-BOC-TRANS-4-CYANO-L-PROLINE METHYL ESTER is utilized in the synthesis of biologically active molecules, such as peptides, proteins, and other bioactive compounds. Its incorporation into these molecules can enhance their biological activity and potential applications in medicine and research.

Upstream product

• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 

Downstream Products

• 212266-76-7 1-(tert-butyl) 2,4-dimethyl (2S,4R)-pyrrolidine-1,2,4-tricarboxylate 
• 273221-94-6 (2S,4R)-4-cyano-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 53386-75-7 methyl (4R)-4-cyano-1-methyl-L-prolinate 
• 194163-92-3 (4R)-1-(tert-Butyloxycarbonyl)-4-(aminomethyl)-L-Proline Methyl Ester 

Relevant articles and documents

Efficient α-helix induction in a linear peptide chain by n-capping with a bridged-tricyclic diproline analogue

Secondary structure induction: The synthetic tricyclic amino acid ProM-5, which is formally created by stereoselective introduction of a vinylidene bridge into a di-proline unit, acts as a powerful scaffold to nucleate α-helix formation in a linear peptide chain. This might be exploited in the development of new proteomimetics for the modulation of protein interactions. Copyright