51077-13-5

Usage

Uses

Used in Pharmaceutical Industry:
1-(TERT-BUTOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROLE-2-CARBOXYLIC ACID is used as a key intermediate in the development and production of drugs, particularly for antiviral and antibacterial agents. Its Boc protecting group allows for the controlled synthesis of amines, which are crucial in the creation of bioactive compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-(TERT-BUTOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROLE-2-CARBOXYLIC ACID serves as a valuable component in the design and synthesis of novel therapeutic agents. Its ability to protect amines during chemical reactions facilitates the creation of complex molecular structures with potential medicinal applications.
Used in Drug Discovery:
1-(TERT-BUTOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROLE-2-CARBOXYLIC ACID is utilized in drug discovery processes to explore new chemical entities with potential therapeutic effects. Its role in the synthesis of complex molecules contributes to the advancement of innovative drug candidates for various diseases and conditions.

InChI:InChI=1/C10H15NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h4-5,7H,6H2,1-3H3,(H,12,13)

Upstream product

• 34619-03-9 tert-butyldicarbonate 
• 3395-35-5 DL-3,4-Dehydroproline 
• 202477-57-4 1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 51077-13-5 N-tert-Butyloxycarbonyl-L-prolin 
• 51827-12-4 H-Pyr-OMe hydrochloride 
• 688025-15-2 C₁₉H₂₀F₆N₂O₃ 
• 57849-99-7 N-Tosyl-3,4-epoxy-L-prolin-methylester 
• 53685-03-3 N-Tosyl-3,4-dehydro-L-prolin-methylester 
• 79680-63-0 N-Tosyl-3,4-dehydro-L-prolin 

Relevant academic research and scientific papers

NOVEL HETEROCYCLIC AMIDE DERIVATIVES HAVING DIHYDROOROTATE DEHYDROGENASE INHIBITING ACTIVITY

Novel heterocyclic amide derivatives having pharmacological effects, that is, compounds represented by the general formula (1) or salts thereof: (1) wherein X1-X2 is S-CH2 or the like; R1 is alkyl or the like; p is 0 to 7; R2 is hydrogen, alkyl, or the like; R3 is hydrogen, alkyl, or the like; Y1-Y2 is CH=CH or the like; R4 is halogeno, alkyl, or the like; q is 0 to 4; and R5 is halogeno, hydrogen, alkyl, or the like.

An access to 3,4-(aminomethano)proline in racemic and enantiomerically pure form

Protected racemic and enantiomerically pure 3,4-(aminomethano)prolines rac-9 and (2S,2'R,3R,4R)-9 have been prepared applying a titanium-mediated reductive cyclopropanation as a key step. Thus, cyclopropanations of N,N-dibenzylformamide with titanacyclopr

Synthesis of Two Naturally Occuring Diastereomeric Dihydroxyprolines: 2,3-trans-3,4-trans-3,4-Dihydroxy-L-proline and 2,3-cis-3,4-trans-3,4-Dihydroxy-L-proline

Starting from 2-pyrrolecarboxylic acid the N-Boc derivative 6 is resolved into its optically active constituents by crystalisation with R(+)-1-(4-nitrophenyl)ethaneamin.The N-tosyl-3,4-dehydro-L-proline methyl ester (L-7) derived from this is converted by

Resolution of D,L-dehydroproline

D,L-3,4-dehydroproline is resolved in high optical yield by conversion to its N-protected derivative, treatment with R(+)alpha-methyl-p-nitrobenzylamine to form the diastereomeric salts, fractional crystallization, decomposition of the L-R salt and regeneration of the secondary amine group. The product L-3,4-dehydroproline obtained in extremely high optical purity is useful as an inhibitor of collagen synthesis.