109579-10-4

Basic information

• Product Name: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)
• Synonyms: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE);tert-butyl rac-(2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate;(2S,3S)-TERT-BUTYL 2-BENZYL-3-HYDROXY-5-OXOPYRROLIDINE-1-CARBOXYLATE;tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA
• CAS NO: 109579-10-4
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.34224
• Mol File: 109579-10-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)(109579-10-4)
• EPA Substance Registry System: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)(109579-10-4)

Safety Data

• Hazardous Substances Data: 109579-10-4(Hazardous Substances Data)

Usage

General Description

Tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate is a chemical compound with the molecular formula C19H23NO4. It is a derivative of pyrrolidine and contains a tert-butyl, benzyl, hydroxy, and oxo functional groups. tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE) is commonly used in organic and medicinal chemistry for the synthesis of pharmaceuticals and bioactive molecules. Its properties and potential applications are further studied in research and development efforts.

Upstream product

• 100-39-0 benzyl bromide 
• 229981-33-3 tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate 
• 109579-09-1 (5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one 
• 160002-06-2 (S)-tert-butyl 3-oxo-1-phenylhex-5-en-2-ylcarbamate 
• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 
• 129778-76-3 (2S,3R)-1-phenyl-2-[N-(tert-butoxycarbonyl)amino]-5-hexen-3-ol 
• 1337862-68-6 tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-1-phenylhex-5-en-2-ylcarbamate 
• 112700-36-4 (2'S)-5-<(1-hydroxy-3-phenyl-2-t-butoxycarbonylamino)-propylidene>-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 112700-41-1 (5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one 
• 4530-18-1 N-(tert-butoxycarbonyl)-L-phenylalanine 
• 173728-51-3 (2S,3R,4S)-2-Benzyl-3,4-bis-benzyloxy-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 175550-97-7 (3S,4R,5S)-5-Benzyl-3,4-bis-benzyloxy-pyrrolidin-2-one 
• 175550-94-4 (3S,4R,5S)-5-Benzyl-3,4-bis-benzyloxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one 

Downstream Products

• 247578-10-5 tert-butyl (2S,3S)-2-benzyl-3-hydroxypyrrolidine-1-carboxylate 
• 175550-95-5 (2S,3S)-tert-butyl 2-benzyl-3-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1-carboxylate 
• 651359-09-0 (2S,3S,5R)-2-benzyl-3-((tert-butyldimethylsilyl)oxy)-1-methyl-5-nonylpyrrolidine 
• 125356-66-3 (+)-preussin 
• 129029-32-9 (4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine 
• 148472-70-2 (2R,3S,4R)-4-(N-(((tert)-butyloxy)carbonyl)-amino)-2-(N-((benzyloxy)carbonyl)-amino)-3-hydroxy-1-(1-naphthyl)-5-phenylpentane acetonide 
• 148472-67-7 (2R,3S,4R)-4-(N-(((tert)-butyloxy)carbonyl)-amino)-3-hydroxy-2-(1-naphthylmethyl)-5-phenylpentanoic acid acetonide 
• 148472-73-5 (2R,3S,4R)-4-(N-(((tert)-butyloxy)carbonyl)-amino)-2-amino-3-hydroxy-1-(1-naphthyl)-5-phenylpentane acetonide 
• 175550-96-6 (-)-(2S,3S,5R)-2-benzyl-3-(tert-butyldimethylsilyloxy)-5-nonylpyrrolidine-1-carboxylic acid tert-butyl ester 
• 158527-21-0 tert-butyl (2S,3S,5R)-2-benzyl-3-hydroxy-5-nonylpyrrolidine-1-carboxylate 
• 247578-13-8 Acetic acid (2S,3R)-2-benzyl-1-((S)-2-benzyloxycarbonylamino-3-methyl-butyryl)-pyrrolidin-3-yl ester 
• 247578-11-6 [(S)-1-((2S,3S)-2-Benzyl-3-hydroxy-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid benzyl ester 
• 247578-12-7 (2S,3R)-3-Acetoxy-2-benzyl-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

An efficient approach to trans-4-hydroxy-5-substituted 2-pyrrolidinones through a stereoselective tandem Barbier process: divergent syntheses of (3R,4S)-statines, (+)-preussin and (?)-hapalosin

A diastereoselective approach to trans-4-hydroxy-5-substituted 2-pyrrolidinones 1 (P1 = TBS, P2 = H) has been developed through a stereoselective tandem Barbier process of (R,SRS)-8 with alkyl and aryl bromide. The stereochemistry at the C-5 stereogenic center of the trans-4-hydroxy-5-substituted 2-pyrrolidinones was solely controlled by α-alkoxy substitution. This effective approach was successfully used to prepare a variety of substituted (3R,4S)-statines 2. In addition, two bioactive natural products of (+)-preussin 4 and hapalosin 5 were effectively synthesized through this stereoselective tandem Barbier process.

PYRROLIDIN-3-YL COMPOUNDS USEFUL AS BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE

The present invention is directed to pyrrolidin-3-yl derivative compounds which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The i

Hydroxyoxazolidines as alpha-aminoacetaldehye equivalents: novel inhibitors of calpain.

The synthesis of [1-[(5-hydroxy-4-(phenylmethyl)-3-oxazolidinyl)carbonyl]-2-ethylpropy lcarbamic acid phenylmethyl ester (2; MDL 104,903), a potent inhibitor of calpain, is described. Synthesis of related compounds, which offer insights into the mechanism of action for 2, are also described, as is an O-acetyl prodrug derivative of 2.