250249-85-5

Basic information

• Product Name: (R)-1-N-BOC-PIPERIDINE-2-ETHANOL
• Synonyms: 1-Piperidinecarboxylic acid, 2-(2-hydroxyethyl)-, 1,1-dimethylethyl ester, (2R)-;tert-butyl (2R)-2-(2-hydroxyethyl)piperidine-1-carboxylate;(R)-tert-Butyl2-(2-hydroxyethyl)piperidine-1-carboxylate
• CAS NO: 250249-85-5
• Molecular Formula: C₁₂H₂₃NO₃
• Molecular Weight: 229.318
• Mol File: 250249-85-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 324.1 °C at 760 mmHg
• Flash Point: 149.8 °C
• Appearance: /
• Density: 1.043
• Vapor Pressure: 1.97E-05mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.15±0.10(Predicted)
• CAS DataBase Reference: (R)-1-N-BOC-PIPERIDINE-2-ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-N-BOC-PIPERIDINE-2-ETHANOL(250249-85-5)
• EPA Substance Registry System: (R)-1-N-BOC-PIPERIDINE-2-ETHANOL(250249-85-5)

Safety Data

• Hazardous Substances Data: 250249-85-5(Hazardous Substances Data)

Usage

General Description

(R)-1-N-BOC-PIPERIDINE-2-ETHANOL is a chemical compound that belongs to the class of piperidine derivatives. It is a chiral compound, containing a piperidine ring with a BOC (tert-butoxycarbonyl) protecting group and an ethanol moiety. (R)-1-N-BOC-PIPERIDINE-2-ETHANOL has potential applications in organic synthesis, particularly in the preparation of pharmaceuticals and other biologically active compounds. The BOC protecting group can be removed under mild conditions to reveal the amino group, making this compound useful as a building block for the synthesis of various nitrogen-containing compounds. Its chiral nature also makes it an important intermediate in the preparation of enantiopure molecules.

InChI:InChI=1/C12H23NO3/c1-12(2,3)16-11(15)13-8-5-4-6-10(13)7-9-14/h10,14H,4-9H2,1-3H3/t10-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 68419-38-5 (2R)-2-(2-methoxyethyl)piperidine 
• 893442-85-8 tert-butyl (R)-2-[2-(tert-butyldiphenylsilyloxy)ethyl]piperidine-1-carboxylate 
• 1000806-51-8 (E)-(7-tert-butoxycarbonylamino)-2-heptenal 
• 1484-84-0 2(RS)-(2-hydroxyethyl)piperidine 
• 1393603-28-5 C₇H₁₅NO*C₁₀H₁₆O₄S 
• 351410-32-7 (R)-2-(1-(tert-butoxycarbonyl)piperidin-2-yl) acetic acid 
• 639458-46-1 (R)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 28697-17-8 N-BOC-D-pipecolic acid 
• 327158-13-4 (R)-6-Allyl-1-[(R)-1-(2-hydroxy-phenyl)-ethyl]-piperidin-2-one 
• 327158-15-6 {(R)-1-[(R)-1-(2-Methoxy-phenyl)-ethyl]-6-oxo-piperidin-2-yl}-acetaldehyde 
• 327158-11-2 1-[(R)-1-(2-Hydroxy-phenyl)-ethyl]-piperidine-2,6-dione 
• 327158-12-3 (9aS,10R)-10-Methyl-1,2,3,9a-tetrahydro-10H-9-oxa-4a-aza-anthracen-4-one 
• 108-55-4 glutaric anhydride, 

Downstream Products

• 351410-32-7 (R)-2-(1-(tert-butoxycarbonyl)piperidin-2-yl) acetic acid 
• 639458-46-1 (R)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 893429-73-7 tert-butyl (R)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate 
• 1202039-12-0 (+)-(2R)-(2-oxopropyl)piperidine-1-carbamic acid tert-butylester 
• 1393603-42-3 C₂₈H₃₃I₂NO₆ 
• 1393603-65-0 C₂₈H₃₃I₂NO₆ 
• 1393603-30-9 (R,E)-tert-butyl-2-(4-(2-iodo-4,5-dimethoxyphenyl)-2-oxobut-3-enyl)piperidine-1-carboxylate 
• 1393603-26-3 C₁₇H₂₂INO₃ 
• 1393603-37-6 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-one 
• 1393603-43-4 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-methanolphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-ol 
• 1393603-44-5 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-ol 
• 1393603-47-8 (4S,9aR)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2yl-acrylate 
• 1393603-48-9 (4S,9aR)-hexahydro-4-(2-(2'-hydroxy-5'-carboxaldehyphenyl)-4,5-dimethoxy-phenyl)-1H-quinolizin-2yl-acrylate 
• 1393603-50-3 (4S,9aR)-hexahydro-4-(2-(2'-tert-butyldimethylsiloxy-5'-carboxaldehyphenyl)-4,5-dimethoxy-phenyl)-1H-quinolizin-2yl-acrylate 

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.

Organocatalytic enantioselective synthesis of quinolizidine alkaloids (+)-myrtine, (-)-lupinine, and (+)-epiepiquinamide

The organocatalytic synthesis of quinolizidine alkaloids (+)-myrtine, (-)-lupinine, and (+)-epiepiquinamide is described. It involved, as the key step, an enantioselective intramolecular aza-Michael reaction (IMAMR) catalyzed by J?rgensen catalyst I, affording the common precursor with high enantioselectivity. This compound was subsequently transformed into the three alkaloids in a highly diastereoselective manner.

Synthesis of an optically pure synthetic intermediate of aloperine from a yeast-reductive product

Optically pure (S)- and (R)-vinylpiperidine 2 and (S)-and (A)-(hydroxyethyl)piperidine 3, which were key intermediates for the synthesis of aloperine, were synthesized from yeast-reductive products.