65632-62-4

Usage

Uses

Used in Chemical Synthesis:
(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid is used as an intermediate in the synthesis of more complex organic compounds. Its unique structure allows it to serve as a building block in the creation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid is used as a precursor for the development of new drugs. Its structural features make it a promising candidate for the synthesis of potential therapeutic agents, particularly in the areas of central nervous system disorders, cardiovascular diseases, and other medical conditions where novel treatments are needed.
Used in Research and Development:
(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid is utilized in research settings to study its chemical properties and reactivity. This knowledge can contribute to the advancement of organic chemistry and the discovery of new synthetic pathways and methodologies.
Used in Material Science:
(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid may also find applications in material science, where its properties could be harnessed to develop new materials with specific characteristics, such as improved stability, reactivity, or selectivity in various chemical processes.

InChI:InChI=1/C13H16N2O4/c16-12(17)11-7-4-8-15(14-11)13(18)19-9-10-5-2-1-3-6-10/h1-3,5-6,11,14H,4,7-9H2,(H,16,17)/t11-/m0/s1

Upstream product

• 501-53-1 benzyl chloroformate 
• 4509-90-4 5-bromovaleroyl chloride 
• 1191-30-6 5-bromopentanal 
• 2449-05-0 dibenzyl azodicarboxylate 
• 176237-46-0 isopropyl (S)-2-(2-acetyl-1-benzyloxycarbonylhydrazino)-5-(methanesulfonyloxy)pentanoate 
• 176237-45-9 isopropyl (S)-2-(benzyloxycarbonylamino)-5-(methanesulfonyloxy)pentanoate 
• 176237-43-7 N-benzyloxycarbonyl-L-pyroglutamic acid isopropyl ester 
• 61177-53-5 (S)-N-Benzyloxycarbonylpyroglutamic acid chloride 
• 156699-38-6 (4S)-3-<(3S)-N,N'-bis(t-butoxycarbonyl)hexahydropyridazine-3-carboxy>-4-phenylmethyl-2-oxazolidinone 
• 156699-39-7 (3S)-N,N'-bis-(t-butoxycarbonyl)hexahydropyridazine-3-carboxylic acid 
• 156699-37-5 (S)-4-benzyl-3-(5-bromopentanoyl)oxazolidine-2-one 
• 672307-41-4 phenylmethyl (3S)-hexahydro-3-[[(4S)-2-oxo-4-(phenylmethyl)-3-oxazolidinyl]carbonyl]-1-pyridazinecarboxylate 
• 176237-47-1 isopropyl (S)-1-acetyl-2-benzyloxycarbonylhexahydropyridazine-3-carboxylate 

Downstream Products

• 160885-42-7 (S)-Tetrahydro-pyridazine-1,3-dicarboxylic acid 3-benzhydryl ester 1-benzyl ester 
• 173656-97-8 methyl (S)-1-benzyloxycarbonylhexahydropyridazine-3-carboxylate 
• 193814-80-1 (S)-2-((S)-2-tert-Butoxycarbonylamino-pent-4-enoyl)-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 
• 72064-51-8 (3S)-N¹-benzyloxycarbonyl-piperazic acid tert-butyl ester 
• 672307-45-8 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate 
• 672307-47-0 (S)-2-((R)-2-Carboxymethyl-5-methyl-hexanoyl)-3-((S)-1-isopropyl-2-oxo-butylcarbamoyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester 
• 672307-46-9 (S)-2-((R)-2-tert-Butoxycarbonylmethyl-5-methyl-hexanoyl)-3-((S)-1-isopropyl-2-oxo-butylcarbamoyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester 
• 106860-13-3 (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester 
• 106928-72-7 (1S,9S)-t-butyl 1,2,3,4,7,8,9,10-octahydro-6,10-dioxo-9-phthalimidopyridazino<1,2-a><1,2>diazepine-1-carboxylate 
• 192753-57-4 (1S,9S)-9-Benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid 
• 192753-53-0 9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid tert-butyl ester 
• 192755-43-4 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-4-oxo-butyric acid tert-butyl ester 
• 234752-71-7 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester 
• 160885-40-5 (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

A scalable process to the key intermediate of cilazapril, (S)-1-benzyloxycarbonylhexahydropyridazine-3-carboxylic acid, through a novel cascade course

A novel and efficient manufacturing technology is disclosed in the present work for the preparation of (S)-1-benzyloxycarbonylhexahydropyridazine-3- carboxylic acid, which is a key intermediate of cilazapril. The whole process includes only three steps; the first two steps were conducted in one pot, followed by a novel selective removal of a Cbz group in a cascade course.

Total synthesis and structure elucidation of JBIR-39: A linear hexapeptide possessing piperazic acid and γ-hydroxypiperazic acid residues

The total synthesis and stereochemical structural elucidation of JBIR-39, containing four nonproteinogenic piperazic acid (Piz) residues, is reported. The synthesis includes Sc(OTf)3-catalyzed acylation of a Piz(γ-OTBS) derivative with piperazi

Stereochemical Definition and Chirospecific Synthesis of the Peptide Deformylase Inhibitor Sch 382583

The recently reported natural product Sch 382583 (1), an inhibitor of peptide deformylase, has been synthesized in 16 steps from commercially available starting materials. The three chiral centers were set by a combination of chiral auxiliary and chiral p

An efficient stereoselective synthesis of [3S(1S,9S)]-3-[[[9- (benzoylamino)octahydro-6,10-dioxo-6H-pyridazino-(1,2-a)(1,2)-diazepin-1- yl]-carbonyl]amino]-4-oxobutanoic acid, an interleukin converting enzyme (ICE) inhibitor

The title compound 1 is a potent interleukin-1β-converting enzyme (ICE) inhibitor. Recently, an efficient chiral synthesis of compound 1 has been accomplished in our labs. The overall yield of this 18-step stereoselective synthesis was 9.8%.

Enantioselective syntheses of (R)- and (S)-hexahydropyridazine-3-carboxylic acid derivatives

Appropriately protected optically active tetrahydropyridazine-3-carboxylic acid and hexahydropyridazine-3-carboxylic acid were prepared via ring closure of α-hydrazino- and δ-hydrazinopentanoates. Either optically active glutamic acid or an enantioselective catalytic hydrogenation was used to generate the chiral center. The numerous optically active intermediates are valuable starting materials for the synthesis of other unusual amino acids.