75315-63-8

Usage

Physical form

White solid

Use

Pharmaceutical intermediate in the synthesis of various drugs and pharmaceutical products

Properties

Analgesic, anti-inflammatory, and anticonvulsant

Importance

Potential candidate for drug development, important building block in organic synthesis

Precautions

May pose health and environmental risks if not properly controlled and managed

Upstream product

• 123-56-8 Succinimide 
• 501-53-1 benzyl chloroformate 
• 128-09-6 N-chloro-succinimide 
• 2133-40-6 L-proline methyl ester monohydrochloride 

Downstream Products

• 16881-32-6 tert-butyl N-(benzyloxycarbonyl)glycinate 
• 89760-77-0 3-<(benzyloxycarbonyl)aminomethyl>benzoic acid 
• 3005-66-1 diethyl 2-benzyloxycarbonylaminomalonate 
• 133036-43-8 3,2'-bis(N-benzyloxycarbonyl)-3',4',6'-trideoxy-6'-fluorokanamycin C 
• 133036-54-1 3,2',6'-tris(N-benzyloxycarbonyl)-3',4'-dideoxy-6'-C-(fluoromethyl)kanamycin B 
• 134916-04-4 (4S,5S)-5-[(S)-4-Benzyloxycarbonylamino-1-((S)-2-methyl-butylcarbamoyl)-butyl]-4-cyclohexylmethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 134916-05-5 (4S,5S)-5-[(S)-5-Benzyloxycarbonylamino-1-((S)-2-methyl-butylcarbamoyl)-pentyl]-4-cyclohexylmethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 152120-55-3 N,N-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine 
• 69434-71-5 ((2R,3S,4S,5R)-3,4-Bis-benzyloxycarbonylamino-2,5,6-trihydroxy-hexyl)-carbamic acid benzyl ester 
• 164924-13-4 α-tert-butyl γ-allyl N-(benzyloxycarbonyl)-D-glutamate 
• 174359-47-8 p-tetrahydropyran-2-yloxy-N-(benzyloxycarbonyl)aminobenzene 
• 177559-93-2 3-(N-benzyloxycarbonyl)-2-methylpyridine 
• 183794-42-5 {3-[(2S,6R,7S,9S)-6-Chloro-2-(4-hydroxy-benzyl)-10-oxo-8-(2-trimethylsilanyl-ethanesulfonyl)-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-9-yl]-propyl}-carbamic acid benzyl ester 
• 166742-98-9 (R)-methyl-(1,2,3,4-tetrahydro-3-quinolinyl)carbamic acid, phenylmethyl ester 

Relevant academic research and scientific papers

Synthesis, X-ray crystallography, and reactions of N-acyl and N-carbamoyl succinimides

A collection of N-acyl and N-carbamoyl succinimides were prepared by acylation of succinimide with acyl chlorides or by ethylene dichloride (EDC) coupling of carboxylic acids. The x-ray crystal structures of N-benzoyl and N-p-nitrobenzoyl succinimides were determined. The N-acyl succinimides were effective in acylating primary amines, a secondary amine, and an aromatic amine. Copyright

A practical synthesis of trans -3-substituted proline derivatives through 1,4-addition

A practical four-step synthesis of 3-alkyl-, vinyl-, and aryl-substituted proline derivatives, which are important building blocks for conformationally restrained peptide analogs, was developed. The method relies on a Cu-catalyzed 1,4-addition of Grignard reagents to N-protected 2,3-dehydroproline esters, efficiently prepared in a new one-pot protocol. The 1,4-addition products are obtained with good trans-selectivity (dr 5:1 to 25:1). A nonracemic sample of N-Cbz-3-vinylproline (74% ee) was obtained using Evans oxazolidinone as a chiral auxiliary.