122684-33-7

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 1-Boc-3-pyrrolidinecarboxylate is used as a reagent in the synthesis of various pharmaceuticals. Its Boc group protects the amino functionality, allowing for selective reactions to occur at other sites on the molecule. Methyl 1-Boc-3-pyrrolidinecarboxylate is particularly useful in the development of new drugs and the modification of existing ones.
Used in Agrochemical Industry:
In the agrochemical industry, Methyl 1-Boc-3-pyrrolidinecarboxylate serves as a reagent for the synthesis of agrochemicals. Its protective Boc group enables the selective functionalization of complex molecules, facilitating the development of new pesticides, herbicides, and other agricultural chemicals.
Used in Fine Chemicals Production:
Methyl 1-Boc-3-pyrrolidinecarboxylate is used as a reagent in the production of fine chemicals, which are high-purity chemicals used in various applications, such as fragrances, dyes, and specialty chemicals. Its Boc group allows for the controlled synthesis of these compounds, ensuring high purity and selectivity.
Used as a Precursor in Chemical Research and Development:
Methyl 1-Boc-3-pyrrolidinecarboxylate is used as a precursor for the synthesis of other compounds in chemical research and development. Its Boc-protected structure makes it an ideal starting material for the preparation of various organic compounds, including complex natural products and pharmaceutical agents. This versatile compound contributes to the advancement of chemical science and the discovery of new chemical entities.

InChI:InChI=1/C11H19NO4/c1-11(2,3)16-10(14)12-6-5-8(7-12)9(13)15-4/h8H,5-7H2,1-4H3

Upstream product

• 98548-90-4 methyl pyrrolidine-3-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 617-52-7 Dimethyl itakonate 
• 72925-16-7 1-boc-pyrrolidine-3-carboxylic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 198959-37-4 pyrrolidine-3-carboxylic acid methyl ester hydrochloride 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 71999-74-1 tert-butyl N-(2-chloroethyl)carbamate 
• 292638-85-8 acrylic acid methyl ester 
• 59378-87-9 pyrrolidine-3-carboxylic acid 
• 17012-21-4 1-benzylpyrrolidine-3-carboxylic acid methyl ester 
• 186581-53-3 diazomethane 
• 103057-44-9 N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine 

Downstream Products

• 114214-69-6 tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 1234576-81-8 3-iodo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 186550-13-0 3-amino-1-(t-butoxycarbonyl)pyrrolidine 
• 933758-97-5 3-benzyloxymethyl-pyrrolidine 
• 270912-72-6 tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate 
• 141699-56-1 3-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 396729-75-2 1,1-dimethylethyl 3-(benzoylamino)-1-pyrrolidinecarboxylate 
• 1026571-79-8 3-benzenesulfonylamino-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 325775-36-8 tert-butyl 3-{[(benzyloxy)carbonyl]amino}-1-pyrrolidinecarboxylate 
• 1027594-37-1 3-(benzenesulfonylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 762285-90-5 3-[(biphenyl-4-carbonyl)-amino]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 660406-89-3 tert-butyl 3-(2-cyanoacetyl)pyrrolidine-1-carboxylate 
• 313706-15-9 O⁽¹⁾-tert-butyl O⁽³⁾-methyl (3S)-pyrrolidine-1,3-dicarboxylate 
• 72925-16-7 (R)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid 

Relevant academic research and scientific papers

[3+2] Cycloaddition-mediated synthesis of 3-methylsulfanyl-pyrrolidine-3-carboxylic acid methyl ester

1,3-Dipolar cycloaddition reactions are fundamental processes in organic chemistry. Herein we report [3+2] annulation of thiomethylacrylate 2 and azomethine ylide precursor 3 towards the synthesis of novel 3-methylsulfanyl-pyrrolidine 5. Alternatively, we

TRPML MODULATORS

The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson’s Disease

Human indoleamine 2,3-dioxygenase 1 (hIDO1) and tryptophan 2,3-dioxygenase (hTDO) have been closely linked to the pathogenesis of Parkinson’s disease (PD); nevertheless, development of dual hIDO1 and hTDO inhibitors to evaluate their potential efficacy against PD is still lacking. Here, we report biochemical, biophysical, and computational analyses revealing that 1H-indazole-4-amines inhibit both hIDO1 and hTDO by a mechanism involving direct coordination with the heme ferrous and ferric states. Crystal structure-guided optimization led to23, which manifested IC50values of 0.64 and 0.04 μM to hIDO1 and hTDO, respectively, and had good pharmacokinetic properties and brain penetration in mice.23showed efficacy against the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse motor coordination deficits, comparable to Madopar, an anti-PD medicine. Further studies revealed that different from Madopar,23likely has specific anti-PD mechanisms involving lowering IDO1 expression, alleviating dopaminergic neurodegeneration, reducing inflammatory cytokines and quinolinic acid in mouse brain, and increasing kynurenic acid in mouse blood.

Discovery of 3(S)-thiomethyl pyrrolidine ERK inhibitors for oncology

Compound 5 (SCH772984) was identified as a potent inhibitor of ERK1/2 with excellent selectivity against a panel of kinases (0/231 kinases tested @ 100 nM) and good cell proliferation activity, but suffered from poor PK (rat AUC PK @10 mpk = 0 μM h; F% =

Protected Chloroethyl and Chloropropyl Amines as Conformationally Unrestricted Annulating Reagents

The purpose of this letter is to document the use of protected chloroethyl and chloropropyl amines as conformationally unrestricted ambiphilic reagents that undergo annulation reactions with Michael acceptors. This reaction is wide in scope and utilizes r

Preparation method of 1-BOC-3-hydroxymethyl pyrrolidine

The invention discloses a preparation method of 1-Boc-3-hydroxymethyl pyrrolidine. The preparation method uses epichlorohydrin as a raw material, 3-hydroxymethyl pyrrolidine is obtained through reduction and cyclization reaction, then the 1-Boc-3-hydroxymethyl pyrrolidine is prepared through Boc protection reaction, then 1-BOC-3-methyl formate pyrrolidine is prepared through carboxylation reaction and esterification reaction, and finally the 1-BOC-3-methyl formate pyrrolidine and lithium aluminum hydride are catalyzed by a catalyst to prepare the 1-BOC-3-hydroxymethyl pyrrolidine. The preparation method is high in product synthesis rate, high in product purity and low in production cost, and the raw materials are cheap and easy to obtain.

(3,4-DICHLORO-PHENYL)-((S)-3-PROPYL-PYRROLIDIN-3-YL)-METHANONE HYDROCHLORIDE AND MANUFACTURING PROCESSES

The present invention is concerned with a novel process for the preparation of a compound of formula I and its hydrates The compounds of formula I and the corresponding hydrates are pharmaceutically active substances.

(3,4-DICHLORO-PHENYL)-((S)-3-PROPYL-PYRROLIDIN-3-YL)-METHANONE HYDROCHLORIDE AND MANUFACTURING PROCESSES

The present invention is concerned with a novel process for the preparation of a compound of formula I and its hydrates, as well as with a crystall polymorph thereof. The compounds of formula (I) and the corresponding hydrates are pharmaceutically active substances.

Design, synthesis, and biological evaluation of new monoamine reuptake inhibitors with potential therapeutic utility in depression and pain

Two new series of monoamine triple reuptake inhibitors (TRIs) have been discovered through scaffold homologation of our recently reported series of 3,3-disubstituted pyrrolidine TRIs. The regioisomeric 2- and 3-ketopyrrolidines demonstrated high levels of

Enzymatic resolution of n-substituted-β-prolines

A general and straightforward strategy for enzymatic resolution of N-substituted-β-proline has been successfully designed and developed in our research laboratories. A first affinity screen is followed by ratio enzyme/substrate optimization to source our