54503-10-5

Usage

Uses

Used in Organic Synthesis:
Tert-butyl 2-(aminocarbonyl)pyrrolidine-1-carboxylate is used as a reagent in organic synthesis for its ability to facilitate the formation of various chemical compounds. Its unique structure allows it to participate in a range of reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, tert-butyl 2-(aminocarbonyl)pyrrolidine-1-carboxylate is used as a key intermediate in the production of various drugs. Its presence in the synthesis process contributes to the development of new medications with potential therapeutic benefits.
Used in Agrochemical Production:
Tert-butyl 2-(aminocarbonyl)pyrrolidine-1-carboxylate also finds application in the agrochemical sector, where it is used in the synthesis of compounds that can protect crops from pests and diseases. Its role in the development of effective agrochemicals contributes to increased agricultural productivity and crop protection.
Used in Enzyme Inhibition Research:
Tert-butyl 2-(aminocarbonyl)pyrrolidine-1-carboxylate has been studied for its potential pharmacological properties, including its role as an inhibitor of certain enzymes. This research is crucial in understanding the compound's interaction with biological systems and its potential use in the development of enzyme-targeting drugs for various therapeutic applications.

InChI:InChI=1/C10H18N2O3/c1-10(2,3)15-9(14)12-8(13)7-5-4-6-11-7/h7,11H,4-6H2,1-3H3,(H,12,13,14)/t7-/m1/s1

Upstream product

• 15761-39-4 N-tert-butoxycarbonyl-proline 
• 145681-01-2 (+/-)-N-tert-butoxycarbonylproline methyl ester 
• 609-36-9 rac-Pro-OH 
• 43041-12-9 methyl pyrrolidine-2-carboxylate 
• 115630-49-4 proline amide hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 960294-14-8 tert-butyl 1,7-diazaspiro[4.5]decane-1-carboxylate 
• 960294-12-6 tert-butyl 2-(2-chloroethyl)-2-cyanopyrrolidine-1-carboxylate 
• 885268-47-3 1,7-diazaspiro[4.4]nonane-1-carboxylic acid tert-butyl ester 
• 960294-13-7 tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate 
• 864958-51-0 2-thiocarbamoylpyrrolidine-1-carboxylic acid tert-butyl ester 
• 518047-23-9 methyl 5-(benzoyloxy)-2-[1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-6-hydroxypyrimidine-4-carboxylate 
• 519030-48-9 N-(4-fluorobenzyl)-5,6-dihydroxy-2-(pyrrolidin-2-yl)pyrimidine-4-carboxamide 
• 519031-85-7 methyl 5-(benzoyloxy)-6-hydroxy-2-(pyrrolidin-2-yl)pyrimidine-4-carboxylate 
• 500024-95-3 tert-butyl (Z)-2-(N'-hydroxycarbamimidoyl)pyrrolidine-1-carboxylate 
• 1017968-76-1 tert-butyl 2-[3-ethoxy-1-(2-methyl-1-tosyl-1H-indol-3-yl)-3-oxoprop-1-en-2-ylcarbamoyl]pyrrolidine-1-carboxylate 
• 144688-70-0 N-tert-butoxycarbonyl-α-cyanopyrrolidine 

Relevant academic research and scientific papers

Design and development of macrocyclization methods for compounds with potential tuberculocidal activity to decrease CYP450 liver cytochrome inhibition

A procedure for macrocyclization of compounds with potential tuberculocidal activity was developed in order to obtaining compounds with a lower degree of inhibition of the key CYP 3A4 cytochrome.

COMPOSITIONS AND METHODS FOR INHIBITING SPHINGOSINE KINASE

Amidine analogs that can inhibit the activity of sphingosine kinase 1 and sphingosine kinase 2 (SphK1 and SphK2) are provided. The compounds can prevent angiogenesis in tumor cells.

Synthesis of (S,Z)-3-[(1H-indol-3-yl)methylidene]hexahydropyrrolo[1,2-a]pyrazin-4(1H)-one: an alternative, enaminone based, route to unsaturated cyclodipeptides

A series of racemic and enantiopure (S,Z)-3-[(1H-indol-3-yl)methylidene]hexahydropyrrolo[1,2-a]pyrazin-4(1H)-one (cyclic Pro-ΔTrp) dipeptide analogues were prepared. Racemic analogues 6a-c were prepared by direct coupling of racemic cyclodipeptide enaminone (R,S)-5 with various indole derivatives. On the other hand, enantiopure analogues were prepared through a copper(I) catalyzed vinyl amidation reaction in which acyclic (S)-Pro-ΔTrp dipeptide analogues 20 and 21 were formed. Acyclic dipeptides were cyclized to enantiopure (S)-Pro-ΔTrp dipeptide analogues 24 and 25. For coupling reactions, vinyl bromides were prepared in several steps. From ethyl acetate (7), enaminone 8 was prepared and coupled with 2-methylindole and 2-phenylindole to give 9 and 10. Direct bromination of 3-(indole-3-yl)propenoates 9 and 10 at position 2 results in vinyl bromides 11 and 12. The Boc protecting group on the indole nitrogen 1′ in vinyl bromides 11 and 12 was introduced, before the copper(I) catalyzed coupling with N-Boc prolinamide 18 was performed. Enantiomeric purity of chiral intermediates and final products was determined mostly by HPLC or 1H NMR spectroscopy and X-ray diffraction.

Practical synthesis of structurally important spirodiamine templates

A general, concise, four-step synthetic sequence for the preparation of spirodiamine templates is described herein. Copyright Taylor & Francis Group, LLC.

Dihydroxypyrimidine-4-carboxamides as novel potent and selective HIV integrase inhibitors

Human immunodeficiency virus type-1 (HIV-1) integrase, one of the three constitutive viral enzymes required for replication, is a rational target for chemotherapeutic intervention in the treatment of AIDS that has also recently been confirmed in the clinical setting. We report here on the design and synthesis of N-benzyl-5,6-dihydroxypyrimidine-4-carboxamides as a class of agents which exhibits potent inhibition of the HIV-integrase-catalyzed strand transfer process. In the current study, structural modifications on these molecules were made in order to examine effects on HIV-integrase inhibitory potencies. One of the most interesting compounds for this series is 2-[1-(dimethylamino)-1-methylethyl]-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine- 4-carboxamide 38, with a CIC95 of 78 nM in the cell-based assay in the presence of serum proteins. The compound has favorable pharmacokinetic properties in preclinical species (rats, dogs, and monkeys) and shows no liabilities in several counterscreening assays, highlighting its potential as a clinically useful antiviral agent.

LIGANDS OF FOLLICLE STIMULATING HORMONE RECEPTOR AND METHODS OF USE THEREOF

The present invention relates to compounds Formula I (I) that are modulators of the follicle stimulating hormone (FSH) receptor and are useful in the treatment of infertility and related disorders.