132622-92-5

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-
• Synonyms: (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline benzyl ester;(2R,4R)-1-(tert-butoxycarbonyl)-4-hydroxyproline benzyl ester;Benzyl(4R)-1-Boc-4-hydroxy-D-prolinate;(4R)-(1-tert-butoxycarbonyl)-4-hydroxy-D-proline benzyl ester
• CAS NO: 132622-92-5
• Molecular Formula: C17H23NO5
• Molecular Weight: 321.373
• Mol File: 132622-92-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 71-72 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 441.4±45.0 °C(Predicted)
• Density: 1.225±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-(132622-92-5)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester, (2R,4R)-(132622-92-5)

Safety Data

• Hazardous Substances Data: 132622-92-5(Hazardous Substances Data)

Usage

Structure

Ester derivative of 1,2-pyrrolidinedicarboxylic acid

Functional Groups

Hydroxy group
Tert-butyl group
Phenylmethyl group

Stereochemistry

2R,4R configuration

Potential Applications

Pharmaceutical industry
Chemical industry

Safety Precautions

Handle and use with caution due to complex structure and potential effects

Molecular Weight

315.4 g/mol

Appearance

Unknown, may vary depending on the form (e.g., solid, liquid)

Solubility

Unknown, may depend on the solvent used

Stability

Unknown, may be sensitive to heat, light, or moisture

Reactivity

Unknown, may react with strong acids, bases, or other reactive chemicals

Toxicity

Unknown, should be handled with care and proper safety measures

Environmental Impact

Unknown, potential effects on the environment should be considered

Storage

Should be stored in a cool, dry, and well-ventilated area, away from heat, light, and moisture

Disposal

Dispose of according to local regulations and guidelines for chemical waste

Synonyms

Unknown, may have alternative names or trade names

Melting Point

Unknown, may vary depending on the specific conditions

Boiling Point

Unknown, may vary depending on the specific conditions

Upstream product

• 77449-94-6 (2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-39-0 benzyl bromide 
• 135042-12-5 (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline 
• 2584-71-6 cis-hydroxy-D-proline 
• 132622-89-0 benzyl (4R)-4-hydroxy-D-prolinate 
• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 

Downstream Products

• 1018332-19-8 2-benzyl 1-tert-butyl (2R,4S)-4-azidopyrrolidine-1,2-dicarboxylate 
• 1018332-23-4 (4S)-1-(tert-butoxycarbonyl)-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-D-proline 
• 132622-78-7 (4S)-1-(tert-butoxycarbonyl)-4-amino-D-proline 
• 1610033-40-3 2-((2R,4R)-1-(4-((1-(2-fluoro-5-methoxyphenyl)pyrrolidin-3-yl)oxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile 
• 1610033-10-7 methyl 2-((2R,4R)-1-(4-((1-(2-fluoro-5-methoxyphenyl)piperidin-4-yl)oxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetate 
• 1610033-09-4 methyl 2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetate 
• 1610033-08-3 2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile 
• 1610033-07-2 2-((2R,4R)-1-(4-(benzyloxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile 
• 1610033-06-1 ((2R,4R)-1-(4-(benzyloxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)methanol 

Relevant articles and documents

Characterization of Specific N-α-Acetyltransferase 50 (Naa50) Inhibitors Identified Using a DNA Encoded Library

Two novel compounds were identified as Naa50 binders/inhibitors using DNA-encoded technology screening. Biophysical and biochemical data as well as cocrystal structures were obtained for both compounds (3a and 4a) to understand their mechanism of action. These data were also used to rationalize the binding affinity differences observed between the two compounds and a MLGP peptide-containing substrate. Cellular target engagement experiments further confirm the Naa50 binding of 4a and demonstrate its selectivity toward related enzymes (Naa10 and Naa60). Additional analogs of inhibitor 4a were also evaluated to study the binding mode observed in the cocrystal structures.

SUBSTITUTED OXOPYRIDINE DERIVATIVES

The invention relates to substituted oxopyridine derivatives and to processes for preparation thereof, and also to the use thereof for production of medicaments for treatment and/or prophylaxis of diseases, especially of cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.

A short diastereoselective synthesis of cis-(2S,4S) and cis-(2R,4R)-4-hydroxyprolines

A concise synthesis of (2R,4R)-4-hydroxyproline (1) and (2S,4S)-4-hydroxyproline (2) has been developed in enantiomerically pure form from commercially available starting materials with excellent diastereoselectivity. The tightly bound chelation controlled transition state formed during the 5-exo-tet ring closure reaction is assumed to be the origin of high diastereoselectivity.