157634-02-1

Basic information

• Product Name: 2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: N-BOC-2-FORMYLPIPERIDINE;2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-BOC-2-PIPERIDINECARBALDEHYDE;1-N-Boc-2-piperidinecarboxaldehyde;N-BOC-PIPERIDINE-2-ALDEHYDE;1-Piperidinecarboxylic acid, 2-formyl-, 1,1-dimethylethyl ester;1-N-BOC-2-PIPERIDINECARBALDEHYDE;tert-butyl 2-formyltetrahydro-1(2H)-pyridinecarboxylate
• CAS NO: 157634-02-1
• Molecular Formula: C₁₁H₁₉NO₃
• Molecular Weight: 213.27
• Product Categories: pharmacetical;Piperidine
• Mol File: 157634-02-1.mol

Chemical Properties

• Boiling Point: 85-86°/0.06mm
• Flash Point: 132.472 °C
• Appearance: /
• Density: 1.115 g/cm³
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: -2.97±0.40(Predicted)
• CAS DataBase Reference: 2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(157634-02-1)
• EPA Substance Registry System: 2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(157634-02-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 157634-02-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is used as a synthetic intermediate for the production of pharmaceuticals and other organic compounds. It is valued for its ability to serve as a precursor in the preparation of many biologically active compounds, which is crucial for the development of new drugs and therapeutic agents.
Used in Research and Development:
In the realm of scientific research, 2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is utilized as a key component in chemical synthesis processes. It aids researchers in exploring new chemical pathways and developing innovative methods for synthesizing complex organic molecules, thereby advancing the understanding of chemical reactions and their applications.
Used in Chemical Synthesis Processes:
2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is employed as a building block in chemical synthesis, where it contributes to the formation of more complex organic molecules. Its versatility in chemical reactions makes it an important tool for chemists working on the development of new compounds with potential applications in various fields, including medicine, agriculture, and materials science.

Upstream product

• 75844-69-8 t-butyl piperidinecarboxylate 
• 68-12-2 N,N-dimethyl-formamide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3433-37-2 piperidin-2-ylmethanol 
• 24608-52-4 tert-butyl chloroformate 
• 32559-18-5 methyl piperidine-2-carboxylate hydrochloride 
• 110-89-4 piperidine 
• 4043-87-2 pipecolic Acid 
• 98303-20-9 1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid 
• 211310-10-0 2-(methoxy-N-methylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester 
• 157634-00-9 tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate 
• 132910-79-3 (+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate 

Downstream Products

• 132910-76-0 rac-2-vinylpiperidine-1-carboxylic acid tert-butyl ester 
• 255864-58-5 tert-butyl 2-ethynylpiperidine-1-carboxylate 
• 276872-82-3 (+/-)-N-(t-butoxycarbonyl)-2-[[4-[(4-fluorophenyl)methyl]-1-piperidinyl]methyl]-piperidine 
• 288-47-1 1,3-thiazole 
• 138371-96-7 tert-butyl 2-(2-oxo-2-phenylethyl)piperidine-1-carboxylate 
• 669713-96-6 3-{1-[(tert-butoxy)carbonyl]piperidin-2-yl}propanoic acid 
• 1094503-49-7 tert-butyl 2-[(3,5-dichlorophenyl)(hydroxy)methyl]piperidine-1-carboxylate 
• 1337539-29-3 C₂₁H₃₃N₃O₂ 

Relevant articles and documents

A One-Pot Iodo-Cyclization/Transition Metal-Catalyzed Cross-Coupling Sequence: Synthesis of Substituted Oxazolidin-2-ones from N-Boc-allylamines

A one-pot iodo-cyclization/transition metal-catalyzed cross-coupling sequence is reported to access various C5-functionalized oxazolidin-2-ones from unsaturated N-Boc-allylamines. Depending on the Grignard reagents used for the cross-coupling, e.g., aryl- or cyclopropylmagnesium bromide, a cobalt or copper catalyst has to be used to obtain the functionalized oxazolidin-2-ones in good yields.

A fit for purpose synthesis of Bruton's tyrosine kinase inhibitor GDC-0852

The development of an expedient synthesis to GDC-0852 (1), a reversible BTK inhibitor drug candidate, is described. The key starting material tricyclic lactam 5 was prepared by an annulation reaction of unprotected piperidine-2-carbaldehyde HCl salt (20) and N-Boc piperidine-2,4-dione 21 in a safe and scalable manner. A highly selective Pd-catalyzed C[sbnd]N coupling of lactam 5 and linker 2a, followed by Suzuki?Miyaura coupling to fragment 8 subsequently provided a direct and convergent access to the penultimate 17. A simple NaBH4 aldehyde reduction completed the synthesis to GDC-0852 (1) in high yield (54% over 3 steps from 5) and purity (99.0 A% HPLC).

SUBSTITUTED AMINO TRIAZOLES USEFUL AS HUMAN CHITINASE INHIBITORS

Disclosed are amino triazole compounds substituted with a piperidinyl ring that is itself substituted with a heterocyclic ring. These compounds are inhibitors of acidic mammalian chitinase and chitotriosidase. Also disclosed are methods of using the compounds to treat asthma reactions caused by allergens, as well as acute and chronic inflammatory diseases, autoimmune diseases, dental diseases, neurologic diseases, metabolic diseases, liver diseases, polycystic ovary syndrome, endometriosis, and cancer.

One-Pot Three-Component Synthesis of Vicinal Diamines via In Situ Aminal Formation and Carboamination

A synthesis of vicinal diamines via in situ aminal formation and carboamination of allyl amines is reported. Employing highly electron-poor trifluoromethyl aldimines in their stable hemiaminal form was key to enable both a fast and complete aminal formation as well as the palladium-catalyzed carboamination step. The conditions developed allow the introduction of a wide variety of alkynyl, vinyl, aryl, and hetereoaryl groups with complete regioselectivity and high diastereoselectivity. The reaction exhibits a high functional-group tolerance. Importantly, either nitrogen atom of the imidazolidine products can be selectively deprotected, while removal of the aminal tether can be achieved in a single step under mild conditions to reveal the free diamine. We expect that this work will promote the further use of mixed aminal tethers in organic synthesis.

PROCESS FOR MAKING TRICYCLIC LACTAM COMPOUNDS

Processes are described for the preparation of tricyclic lactam compound of Formula (I), having the structure and intermediates useful for the preparation of (I).

Benzimidazole-2-piperazine compound, its pharmaceutical composition and its preparation and use

The invention relates to a benzimidazole-2-piperazine derivative and a preparing method and application of the benzimidazole-2-piperazine derivative in medicine, in particular to a novel benzimidazole-2-piperazine derivative shown in the general formula (I), a preparing method of the derivative, a pharmaceutical composition containing the derivative and application of the derivative serving as a therapeutic agent, especially serving as a poly (ADP-ribose) polymerase (PARP) inhibitor. In the general formula (I), R refers to hydrogen or halogen, G refers to carbonyl or methylene, m is 1-2, n is 1-3, and Q refers to hydrogen or C1-C4 alkyl. When X is methylene and Y is NR1 or methylene, X is NR1; R1 refers to hydrogen, C1-C6 alkyl, benzyl, COR2 or SO2R2; R2 refers to the following groups which are not substituted or groups substituted by 1-3 substituent groups, including C1-C6 alkyl, C3-C8 naphthenic base, phenyl, benzyl, naphthyl and C5-C10 aromatic heterocycle base, heterocycle in the C5-C10 aromatic heterocycle base comprises 1-3 heteroatoms selected from N, O and S, and the substituent groups are selected from the following atoms or groups of C1-C6 alkyl, C1-C6 alkoxy, halogen, amidogen, nitryl, sulfydryl, hydroxyl, cyanogroup and trifluoromethyl. The general formula (I) is shown in the specification.

PYRIDINE- AND PYRIMIDINECARBOXAMIDES AS CXCR2 MODULATORS

There is disclosed pyridine-and pyrimidinecarboxamide compounds useful as pharmaceutical agents, synthesis processes, and pharmaceutical compositions which include pyridine-and pyrimidinecarboxamides compounds. More specifically, there is disclosed a genus of CXCR2 inhibitor compounds that are useful for treating a variety of inflammatory and neoplastic disorders.

Pyridine- and Pyrimidinecarboxamides as CXCR2 Modulators

There is disclosed pyridine- and pyrimidinecarboxamide compounds useful as pharmaceutical agents, synthesis processes, and pharmaceutical compositions which include pyridine- and pyrimidinecarboxamides compounds. More specifically, there is disclosed a genus of CXCR2 inhibitor compounds that are useful for treating a variety of inflammatory and neoplastic disorders.

Synthesis of 6- and 7-membered cyclic enaminones: Scope and mechanism

Six- and seven-membered cyclic enaminones can be prepared using common, environmentally benign reagents. Amino acids are used as synthetic precursors allowing diversification and the incorporation of chirality. The key reaction in this multistep process involves deprotection of Boc-amino ynones and subsequent treatment with methanolic K2CO3 to induce cyclization. A β-amino elimination side reaction was identified in a few labile substrates that led to either loss of stereochemical purity or degradation. This process can be mitigated in specific cases using mild deprotection conditions. NMR and deuterium-labeling experiments provided valuable insight into the workings and limitations of this reaction. Although disguised as a 6-endo-dig cyclization, the reagents employed in the transformation play a direct role in bond-making and bond-breaking, thus changing the mode of addition to a 6-endo-trig cyclization. This method can be used to construct an array of monocyclic and bicyclic scaffolds, many of which are found in well-known natural products (e.g., indolizidine, quinolizidine, and Stemona alkaloids).