1034708-26-3

Basic information

• Product Name: 1-Boc-azepane-2-carboxylic acid
• Synonyms: 1-Boc-azepane-2-carboxylic acid
• CAS NO: 1034708-26-3
• Molecular Formula: C12H21NO4
• Molecular Weight: 243.29944
• Mol File: 1034708-26-3.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Boc-azepane-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-azepane-2-carboxylic acid(1034708-26-3)
• EPA Substance Registry System: 1-Boc-azepane-2-carboxylic acid(1034708-26-3)

Safety Data

• Hazardous Substances Data: 1034708-26-3(Hazardous Substances Data)

Usage

General Description

1-Boc-azepane-2-carboxylic acid, also known as tert-butyl 2-azepanecarboxylate, is a chemical compound with the molecular formula C12H21NO3. It is a derivative of azepane and contains a tert-butoxycarbonyl (Boc) protecting group attached to the nitrogen atom. 1-Boc-azepane-2-carboxylic acid is commonly used as a building block in organic synthesis and medicinal chemistry. It has been utilized in the preparation of various pharmaceuticals and bioactive compounds. 1-Boc-azepane-2-carboxylic acid is a white crystalline solid that is relatively stable and has a wide range of applications in chemical and pharmaceutical research.

Upstream product

• 178112-21-5 2-hydroxymethylazepane-1-carboxylic acid 1-tert-butyl ester 
• 393827-20-8 4,5,6,7-tetrahydro-azepine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 66865-37-0 (S)-perhydro-2-azepinecarboxylic acid 
• 60274-60-4 1-chloro-5-iodopentane 
• 546141-53-1 (3R,4S,10aS)-3,4-diphenyloctahydro-1H-[1,4]oxazino-[4,3-a]azepin-1-one 
• 546141-52-0 (3S,5S,6R)-3-(5-Chloro-pentyl)-5,6-diphenyl-morpholin-2-one 
• 546141-51-9 tert-butyl (3S,5S,6R)-3-(5-chloropentyl)-2-oxo-5,6-diphenyl-4-morpholinecarboxylate 
• 178172-25-3 tert-butyl 2,3,4,5-tetrahydro-1H-azepine-1-carboxylate 
• 116611-45-1 (2R)-2-t-butoxycarbonylamino-3-phenylsulfonyl-1-(2-tetrahydropyranyloxy)propane 
• 124-38-9 carbon dioxide 
• 123387-52-0 N-Boc-perhydroazepine 
• 90989-12-1 (2S)-2-amino-5-hexenoic acid 
• 208522-13-8 (S)-2-N-(tert-butoxycarbonyl)-2-amino-5-hexenoic acid 

Downstream Products

• 1400283-97-7 C₂₂H₂₉N₃O₄S 

Relevant articles and documents

Novel multi-target azinesulfonamides of cyclic amine derivatives as potential antipsychotics with pro-social and pro-cognitive effects

Currently used antipsychotics are characterized by multireceptor mode of action. While antagonism of dopamine D2 receptors is responsible for the alleviation of “positive” symptoms of schizophrenia and the effects at other, particularly serotonergic receptors are necessary for their additional therapeutic effects, there is no consensus regarding an “ideal” target engagement. Here, a detailed SAR analysis in a series of 45 novel azinesulfonamides of cyclic amine derivatives, involving the aryl-piperazine/piperidine pharmacophore, central alicyclic amine and azinesulfonamide groups has led to the selection of (S)-4-((2-(2-(4-(benzo[b]thiophen-4-yl)piperazin-1-yl)ethyl)pyrrolidin-1-yl)sulfonyl)isoquinoline (62). The polypharmacology profile of 62, characterized by partial 5-HT1AR agonism, 5-HT2A/5-HT7/D2/D3R antagonism, and blockade of SERT, reduced the “positive”-like, and “negative”-like symptoms of psychoses. Compound 62 produced no catalepsy, demonstrated a low hyperprolactinemia liability and displayed pro-cognitive effects in the novel object recognition task and attentional set-shifting test. While association of in vitro features with the promising in vivo profile of 62 is still not fully established, its clinical efficacy should be verified in further stages of development.

ARYL, HETEROARYL, AND HETEROCYCLIC COMPOUNDS FOR TREATMENT OF IMMUNE AND INFLAMMATORY DISORDERS

Compounds, methods of use, and processes for making inhibitors of complement Factor D are provided comprising Formula I, I" and I'" or a pharmaceutically acceptable salt or composition thereof. The inhibitors described herein target Factor D and inhibit or regulate the complement cascade. The inhibitors of Factor D described herein reduces the excessive activation of complement.

Asymmetrie substitutions of 2-lithiated N-boc-piperidine and N-boc-azepine by dynamic resolution

Proton abstraction of N-tertbutoxycarbonyl-piperidine (N-Boc-piperidine) with sBuLi and TMEDA provides a racemic organolithium that can be resolved using a chiral ligand. The enantiomeric organolithiums can interconvert so that a dynamic resolution occurs. Two mechanisms for promoting enantioselectivity in the products are possible. Slow addition of an electrophile such as trimethylsilyl chloride allows dynamic resolution under kinetic control (DKR). This process occurs with high enantioselectivity and is successful by catalysis with substoichiometric chiral ligand (catalytic dynamic kinetic resolution). Alternatively, the two enantiomers of this organolithium can be resolved under thermodynamic control with good enantioselectivity (dynamic thermodynamic resolution, DTR). The best ligands found are based on chiral diamino-alkoxides. Using DTR, a variety of electrophiles can be used to provide an asymmetric synthesis of enantiomerically enriched 2-substituted piperidines, including (after Boc deprotection) the alkaloid (+)-ss-conhydrine. The chemistry was extended, albeit with lower yields, to the corresponding 2-substituted sevenmembered azepine ring derivatives.