17740-40-8

Basic information

• Product Name: DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE
• Synonyms: DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE;Diethyl 1-benzylpyrrolidine-2,5-dicarboxylate , Mixture of cis and trans isomers, 97%;1-Benzyl-2,5-bis(ethoxycarbonyl)pyrrolidine, {[2,5-Bis(ethoxycarbonyl)pyrrolidin-2-yl]methyl}benzene;2,5-diethyl 1-benzylpyrrolidine-2,5-dicarboxylate;Diethyl 1-benzylpyrrolidine-2,5-dicarboxylate, 95%, Mixture of cis and trans isoMers;1-Benzyl-2,5-bis(ethoxycarbonyl)pyrrolidine, {[2,5-Bis(ethoxycarbonyl)pyrrolidin-1-yl]methyl}benzene;2,5-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)-, 2,5-diethyl ester
• CAS NO: 17740-40-8
• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.37
• Mol File: 17740-40-8.mol

Chemical Properties

• Boiling Point: 381.3°Cat760mmHg
• Flash Point: 184.4°C
• Appearance: /
• Density: 1.146g/cm³
• Vapor Pressure: 5.14E-06mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: 2-8°C
• PKA: 5.83±0.60(Predicted)
• CAS DataBase Reference: DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE(17740-40-8)
• EPA Substance Registry System: DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE(17740-40-8)

Safety Data

• Hazard Codes: C:Corrosive
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 17740-40-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE is used as a building block for the synthesis of various drugs and bioactive compounds. Its unique structure and properties make it a valuable component in the development of new pharmaceuticals.
Used in Organic Synthesis:
In the field of organic synthesis, DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE is used as a key intermediate for the preparation of complex organic molecules. Its versatility and reactivity contribute to the synthesis of a wide range of organic compounds.
Used in Medicinal Chemistry:
DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE is utilized in medicinal chemistry for the design and synthesis of novel therapeutic agents. Its unique structural features allow for the development of compounds with potential applications in various therapeutic areas.
Used in Drug Development:
In the process of drug development, DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE serves as a crucial component in the synthesis of new drug candidates. Its properties and reactivity enable the creation of innovative pharmaceuticals with improved efficacy and safety profiles.
Used in Bioactive Compounds Synthesis:
DIETHYL 1-BENZYLPYRROLIDINE-2,5-DICARBOXYLATE is employed in the synthesis of bioactive compounds, which are molecules with biological activity and potential therapeutic applications. Its unique structure allows for the development of compounds with diverse biological properties and therapeutic potential.

InChI:InChI=1/C17H23NO4/c1-3-21-16(19)14-10-11-15(17(20)22-4-2)18(14)12-13-8-6-5-7-9-13/h5-9,14-15H,3-4,10-12H2,1-2H3

Upstream product

• 54221-37-3 diethyl meso-2,5-dibromoadipate 
• 100-46-9 benzylamine 
• 869-10-3 diethyl 2,5-dibromoadipate 
• 52321-06-9 cis-1-benzylpyrrolidine-2,5-dicarboxylic acid diethyl ester 

Downstream Products

• 90290-04-3 trans-N-benzyl-2,5-bis(ethoxycarbonyl)pyrrolidine 
• 52321-06-9 cis-1-benzylpyrrolidine-2,5-dicarboxylic acid diethyl ester 
• 93713-33-8 rac-trans-1-Benzyl-2,5-dicarboxypyrrolidine 
• 52321-07-0 (2S,5S)-1-Benzylpyrrolidine-2,5-dicarboxylic acid 
• 90290-34-9 (R)-1-((2S,5S)-2,5-Bis-methoxymethoxymethyl-pyrrolidin-1-yl)-2-methyl-3-phenyl-propan-1-one 
• 90290-30-5 1-((2S,5S)-2,5-Bis-methoxymethoxymethyl-pyrrolidin-1-yl)-3-phenyl-propan-1-one 
• 93713-34-9 (2R,5R)-1-Benzyl-pyrrolidine-2,5-dicarboxylic acid; compound with 2-amino-1-(4-nitro-phenyl)-propane-1,3-diol 
• 136175-17-2 (2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 136175-17-2 (2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 136235-07-9 Racemic trans-1-(tert-Butoxycarbonyl)-2-(methoxycarbonyl)-5-<(tosyloxy)methyl>pyrrolidine 
• 120980-88-3 trans-1-(tert-Butoxycarboxyl)-2(S)-(methoxycarbonyl)-5(S)-<(tosyloxy)methyl>pyrrolidine 
• 118396-01-3 (-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine 
• 90290-05-4 (2S,5S)-2,5-bis(methoxymethyl)pyrrolidine 
• 149771-43-7 3-benzyl-8-(tert-butoxycarbonyl)-3,8-diazabicyclo[3.2.1]-octane 

Relevant articles and documents

Streamlined Synthesis of a Bicyclic Amine Moiety Using an Enzymatic Amidation and Identification of a Novel Solid Form

We describe a series of improvements to the synthesis of a 3,8-diazabicyclo[3.2.1]octane derivative that result in a reduced step count and higher overall efficiency compared to previously published syntheses. Our method includes optimization and mechanistic understanding of a key diastereoselective cyclization to achieve a >95:5 diastereomeric ratio, as well as demonstration of a unique enzyme-catalyzed amidation reaction using hexamethyldisilazane as both an ammonia source and scavenger. Finally, we identify a novel cocrystal solid form of the target compound that provides improved purity and material properties. Demonstration of the new chemistry to prepare >100 kg of the target compound serves to illustrate the robustness of the new process.

Tetracyclic pyrimidinone compound, preparation method, composition and application thereof

A tetracyclic pyrimidinone compound represented by a formula (I) or a pharmaceutically acceptable salt thereof has a structure represented by a formula (I), is a brand new Lp-PLA2 inhibitor, and can be used for treating neurodegenerative related diseases such as Alzheimer's disease (AD), glaucoma, age-related macular degeneration (AMD), or cardiovascular diseases including atherosclerosis and thelike.

Synthesis of bridged bicyclic amino alcohols as compact modules for medicinal chemistry

The efficient synthetic routes of three bridged bicyclic amino alcohols were reported. It is conceivable that these compounds could be readily used as compact modules in medicinal chemistry to fine-tune physicochemical and pharmacokinetic properties, in order to eventually improve the overall quality of small molecule drug candidates.

An improved and scalable process for 3,8-diazabicyclo[3.2.1]octane analogues

An improved and scalable process for substituted 3,8-diazabicyclo[3.2.1] octane was developed. N-Benzyl-2,5-dicarbethoxy-pyrrolidine 2 was reduced to N-benzyl-2,5-dihydroxymethylpyrrolidine 9 and subsequently debenzylated to afford N-Boc-2,5-dihydroxymeth

N-benzenesulfonyl L-proline compounds as bradykinin antagonists

This invention provides a compound of the formula (I): or the pharmaceutically acceptable salts thereof wherein X1 and X2 are halo; R1 andR2 are independently hydrogen or C1-4 alkyl; R3 and R4 are each hydrogen or halo; andR5 is(a) -C3-9 diazacycloalkyl optionally substituted with C5-11 azabicycloalkyl;(b) -C3-9 azacycloalkyl-NH-(C5-11 azabicycloalkyl optionally substituted with C1-4 alkyl);(c) -NH-C1-3 alkyl-C(O)-C5-11 diazabicycloalkyl;(d) -NH-C1-3 alkyl-C(O)-NH-C5-11 azabicycloalkyl, the C5-11 azabicycloalkyl being optionally substituted with C1-4 alkyl;(e) -C3-9 azacycloalkyl optionally substituted with C3-9 azacycloalkyl; or(f) -NH-C1-5 alkyl-NH-C(O)-C4-9 cycloalkyl-NH2. These compounds are useful for the treatment of medical conditions mediated by bradykinin such as inflammation, allergic rhinitis, pain, etc. This invention also provides a pharmaceutical composition comprising the above compound.

Base-Catalysed Epimerization Behavior and Unusual Reactivity of N-Substituted Derivatives of 2,5-Dicarbalkoxypyrrolidine. Preparation of a Novel Mixed Carbamic Carbonic Anhydride by a 4-(Dimethylamino)pyridine-Catalyzed Acylation

The equilibration of cis-trans isomers of 1-substituted 2,5-dicarbalkoxypyrrolidine derivatives (1 = CH2Ph, H, CN, CO2R) results in nearly 1:1 mixtures, contrary to a literature report for 1-benzyl-2,5-dicarbalkoxypyrrolidine.Apparent conversion to the tr