168263-80-7

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Pyrrolidinedicarboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)is used as a glycine receptor agonist for its neuroprotective and cognitive-enhancing properties. It has shown promise in the treatment of various neurological conditions such as Alzheimer's disease and ischemic stroke. Its unique chemical structure and pharmacological properties make it a promising candidate for further research and development in the field of medicinal chemistry.

Upstream product

• 113490-74-7 4(S)-azido-N-<(phenylmethoxy)carbonyl>-(S)-proline methyl ester 
• 168263-82-9 (2S,4S)-methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate 
• 501-53-1 benzyl chloroformate 
• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 117811-78-6 methyl (2S,4R)-1-benzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylate 
• 64187-48-0 methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 207304-86-7 (2S,4S)-1-benzyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 

Downstream Products

• 281666-44-2 4-N-tert-butyloxycarbonylamino-N-benzyloxycarbonyl-L-cis-proline 
• 380648-98-6 carbonic acid 1-[(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-4-tert-butoxycarbonylamino-pyrrolidin-2-ylmethyl ester 4-nitro-phenyl ester 
• 380648-97-5 {(2S,4S)-4-t-butoxycarbonylamino-1-[(thymin-1-yl)methylcarbonyl]-pyrrolidin-2-yl}methyl 4-nitrophenyl carbonate 
• 380648-96-4 {1-[2-((2S,4S)-4-tert-Butoxycarbonylamino-2-hydroxymethyl-pyrrolidin-1-yl)-2-oxo-ethyl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid benzyl ester 
• 663948-85-4 tert-butyl ((3S,5S)-5-(hydroxymethyl)pyrrolidin-3-yl)carbamate 
• 168263-82-9 (2S,4S)-methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate 
• 380648-94-2 benzyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate 

Relevant academic research and scientific papers

N-(PHENYL)-2-(PHENYL)PYRIMIDINE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS HPK1 INHIBITORS FOR TREATING CANCER

The present invention relates to N-(phenyl)-2-(phenyl)pyrimidine-4- carboxamide derivatives and related compounds of formula I as HPK1 (Hematopoietic progenitor kinase 1) inhibitors for treating cancer, such as e.g. breast cancer, colorectal cancer, lung cancer, ovarian cancer, and pancreatic cancer. Preferred compounds are e.g. N-(5-Fluoro-2-(2-(pyridin-2-yl)pyrrolidin-l-yl)phenyl)-2-(2- fluoro-6-methoxyphenyl)pyrimidine-4-carboxamide and N-(5-Fluoro-2- (hexahydropyrrolo[3,4-b]pyrrol-l(2H)-yl)phenyl)-2-(2-fluoro-6- methoxyphenyl)pyrimidine-4-carboxamide.

Discovery and synthesis of HIV integrase inhibitors: Development of potent and orally bioavailable N-methyl pyrimidones

The human immunodeficiency virus type-1 (HIV-1) encodes three enzymes essential for viral replication: a reverse transcriptase, a protease, and an integrase. The latter is responsible for the integration of the viral genome into the human genome and, therefore, represents an attractive target for chemotherapeutic intervention against AIDS. A drug based on this mechanism has not yet been approved. Benzyl-dihydroxypyrimidine-carboxamides were discovered in our laboratories as a novel and metabolically stable class of agents that exhibits potent inhibition of the HIV integrase strand transfer step. Further efforts led to very potent compounds based on the structurally related N-Me pyrimidone scaffold. One of the more interesting compounds in this series is the 2-N-Me-morpholino derivative 27a, which shows a CIC95 of 65 nM in the cell in the presence of serum. The compound has favorable pharmacokinetic properties in three preclinical species and shows no liabilities in several counterscreening assays.

Two prolines with a difference: contrasting stereoelectronic effects of 4R/S-aminoproline on triplex stability in collagen peptides [pro(X)-pro(Y)-Gly]n.

4R/S-Aminoprolines when present in the X-position of collagen peptide [pro(X)-pro(Y)-Gly]n exhibit pH- and stereochemistry-dependent effects on triplex stability.

Pyrrolidine carbamate nucleic acids: Synthesis and DNA binding studies

An efficient solid phase synthesis of pyrrolidine carbamate nucleic acids is reported. The protected (2S, 4S)-4-aminopyrrolidine-2-methanol with nucleobases thymine and cytosine attached to the ring nitrogen through an acetyl linker can be activated as ni

Synthesis and evaluation of prolyl carbamate nucleic acids (PrCNA)

Carbamate linked prolyl nucleic acids are obtained in high yield and purity under mild conditions in solution and solid phase. p-Nitrophenylchloroformate is used as the activating reagent for alcohol. Homooligomers of PrCNA do not bind to DNA. The introduction of this modification in PNA sequences destabilizes the triplxes, inspite of enhancement in the base stacking.