60169-67-7

Basic information

• Product Name: Ethyl pyrrolidine-2-carboxylate
• Synonyms: Ethyl pyrrolidine-2-carboxylate;DL-Proline ethyl ester HCl
• CAS NO: 60169-67-7
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18362
• Mol File: 60169-67-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl pyrrolidine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl pyrrolidine-2-carboxylate(60169-67-7)
• EPA Substance Registry System: Ethyl pyrrolidine-2-carboxylate(60169-67-7)

Safety Data

• Hazardous Substances Data: 60169-67-7(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 147-85-3 L-proline 
• 609-36-9 rac-Pro-OH 
• 26166-36-9 pyrrolidine-2-carboxylic acid hydrochloride 
• 634-97-9 pyrrole-2-carboxyl acid 
• 161362-39-6 ethyl cis-6-ethoxy-1,2-oxazinane-3-carboxylate 
• 2199-43-1 ethyl 1H-pyrrole-2-carboxylate 
• 112135-47-4 ethyl 6-ethoxy-5,6-dihydro-4H-1,2-oxazine-3-carboxylate 
• 43041-12-9 methyl pyrrolidine-2-carboxylate 

Downstream Products

• 98430-75-2 DL-prolin-(2-amino-ethylamide) 
• 2812-47-7 pyrrolidine-2-carboxylic acid amide 
• 556-02-5 ?Tyr 
• 575452-35-6 1-(tert-butyl) 2-ethyl pyrrolidine-1,2-dicarboxylate 
• 105770-46-5 1-(1,3-dithiol-2-ylidene)-2-ethoxycarbonyl pyrrolidinium perchlorate 
• 1159275-23-6 1-[(6-bromo-2-methoxy-quinolin-3-yl)-phenylmethyl]-pyrrolidine-2-carboxylic acid ethyl ester 
• 55661-97-7 ethyl 1-(o-nitrobenzyl)pyrrolidine-2-carboxylate 
• 107672-35-5 1-[2-(3,4-Dimethoxy-phenyl)-acetyl]-pyrrolidine-2-carboxylic acid 
• 19179-12-5 Hexahydro-pyrrolo[1,2-a]pyrazine-1,4-dione 
• 5654-83-1 octahydropyrrolo[1,2-a]pyrazine 
• 49864-70-2 DL-10-<β-N-(1,4-Diazabicyclo<4.3.0>nonanyl)propionyl>-2-chlorophenothiazine 
• 107672-34-4 1-[2-(3,4-Dimethoxy-phenyl)-acetyl]-pyrrolidine-2-carboxylic acid ethyl ester 
• 55661-98-8 ethyl 1-(o-aminobenzyl)pyrrolidine-2-carboxylate 

Relevant articles and documents

TRICYCLIC FUSED PYRIMIDINE COMPOUNDS AS INHIBITORS OF p97 COMPLEX

Tricyclic fused pyrimidine compounds having an arylalkyl amine substituent at the P4 position and a substituted 1H-indol-1-yl, 1H-indol-3-yl, indanyl, indazol-1-yl, indazol-3-yl, benzotriazol-1-yl or 1H-benz[d]imidazol-1-yl group at the P2 position well as optional aliphatic, functional and/or aromatic components substituted at other positions of the tricyclic compounds of the invention. These compounds are inhibitors of the AAA proteasome complex containing p97 and are effective medicinal agents for treatment of diseases associated with p97 bioactivity such as cancer.

NEW 6-MEMBERED HETEROAROMATIC SUBSTITUTED CYANOINDOLINE DERIVATIVES AS NIK INHIBITORS

The present invention relates to pharmaceutical agents of formula (I), useful for therapy and/or prophylaxis in a mammal, and in particular to inhibitors of NF-KB-inducing kinase (NIK - also known as MAP3K14) useful for treating diseases such as cancer, inflammatory disorders, metabolic disorders and autoimmune disorders. The invention is also directed to pharmaceutical compositions comprising such compounds, and to the use of such compounds or pharmaceutical compositions for the prevention or treatment of diseases such as cancer, inflammatory disorders, metabolic disorders including obesity and diabetes, and autoimmune disorders.

Pentacoordinated chlorosilanes with C,O-chelate ligands derived from N-methyl-N’-organosulfonyl-prolinamides

The reaction of amides RSO2-Pro-NHMe with ClCH2SiMe2Cl in the presence of (Me3Si)2NH gave pentacoordinatedchlorosilanes RSO2-Pro-N(Me)CH2SiMe2Cl with an organosulfonyl group (R = Me, Ph, 4-ClC6H4, 4-BrC6H4, 4-MeC6H4, and 4-O2NC6H4) attached to the proline nitrogen atom. An alternative method for the preparation of these compounds comprises the cyclosilylmethylation of proline methylamide by dimethylchloromethylchlorosilane to give the previously unreported heterocyclic 2-sila-5-piperazinone system in the first step. The bicyclic silacyclane synthesized is 2-sila-5-piperazinone condensed with a proline residue. The action of sulfonyl chlorides RSO2Cl leads to cleavage of the sila ring Si–N bond to give the desired chlorosilanes. The hydrolysis of these products, depending on the reaction conditions, gives either silyloxonium chlorides [RSO2-Pro-N(Me)CH2SiMe2OH2]Cl or disiloxanes [RSO2-Pro-N(Me)CH2SiMe2]2O. X-ray diffraction structural analysis showed that the silicon atom in the chlorides and silyloxonium chlorides is pentacoordinated due to an intramolecular O→Si bond and has distorted trigonal-bipyrimidal configuration.29Si NMR spectroscopy showed that the disiloxanes and bicyclic sila-5-piperazinone have a tetracoordinated silicon atom.

A new strategy for the stereoselective synthesis of unnatural α-amino acids

A new method for the synthesis of racemic non-proteinogenic α-amino acids has been developed, which involves (i) hetero-Diels-Alder addition of ethyl 2-nitrosoacrylate to electron rich alkenes such as enol ethers, enamines and allylsilanes, (ii) NaCNBH3 reduction of the CN bond in the oxazines thus generated, the stereochemistry of the products being controlled by epimerisation of the thermodynamically less stable isomer to the more stable one, (iii) protection of the N-H group as N-Boc and (iv) finally, N-O bond cleavage of both free and protected products to give proline or bis-homoserine derivatives, respectively. An example with concomitant reduction of the carboxylate group, resulting in the formation of the respective amino alcohol is reported. Applying this methodology to a homochiral enol ether, the protected parent d-proline was prepared in enantiomerically pure form, whereas the asymmetric synthesis of the respective bis-homoserine was unsuccessful. Graphical Abstract.

Ryanoids and related compounds - Chemoselective electrocatalytic hydrogenation of alkyl α-pyrrole carboxylates: Selective hydrogenation of ryanodine

A study of the electrocatalytic hydrogenation (ECH) process of pyrrote and different alkyl pyrrole-2-carboxylates is presented. Once hydrogenated, the alkyl pyrrole-2-carboxylate becomes an ester of proline, an important natural amino acid. The process is chemoselective to the pyrrole ring. Ryanodine is a natural ryanoid known to be biologically active. The tetrahydroryanodine derivative thus obtained may now represent a molecule of high biological interest. The hydrogenation of ryanodine is possible with electrocatalytic and catalytic processes. In both cases the reaction is not diastereoselective.

BENZAMIDINE DERIVATIVES SUBSTITUTED BY CYCLIC AMINO ACID AND CYCLIC HYDROXY ACID DERIVATIVES AND THEIR USE AS ANTI-COAGULANTS

This invention is directed to benzamidine derivatives substituted by cyclic amino acid and cyclic hydroxy acid derivatives which are useful as anti-coagulants. This invention is also directed to pharmaceutical compositions containing the compounds of the invention, and methods of using the compounds to treat disease-states characterized by thrombotic activity.

14-substituted marcfortines and derivatives useful as antiparasitic agents

There are disclosed 14α-hydroxymarcfortine derivatives of the natural products marcfortine A, B, C, and D useful in the treatment and prevention of helminth and arthropod infections of animals and plants. The synthetic derivatives are of Formula (I). STR1

Marcfortine/paraherquamide derivatives useful as antiparasitic agents

There are disclosed 18-thiomarcfortine derivatives of the natural products marcfortine A, B and C, C-18 thioparaherquamide and derivatives thereof, novel N-1 marcfortines A, B, and C and derivatives thereof, novel N-1 paraherquamide and derivatives thereof usefull in the treatment and prevention of helninth and arthropod infections of animals and plants. Any inquiry concerning this communication or earlier communications from the examiner should be directed to Examiner Robert T. Bond whose telephone number is (703)308-4711. The examiner can normally be reached on Monday through Friday from 8:00 AM to 4:30 PM.

Reduction of Ethyl 5,6-Dihydro-4H-1,2-oxazine-3-carboxylates. A Route to Proline Ethyl Ester and Other Ethyl Pyrrolidine-2-carboxylates

The title dihydro-oxazines, which are formed by cycloaddition of ethyl 2-nitrosopropenoate to nucleophilic alkenes, are reductively cleaved by reaction with aluminium amalgam and by hydrogenation over palladium in the presence of triethyl borate.The produ

ENANTIOSELECTIVE HYDROLYSIS BY BAKER'S YEAST - II. ESTERS OF N-ACETYL AMINO ACIDS

D-N-Acetyl amino acid esters were obtained via enantioselective hydrolysis of their racemates by use of fermenting yeast.Evidence is given that proteinases are the enzymes involved.