89115-95-7

Basic information

• Product Name: 2-Piperidinecarboxylicacid,2-methyl-,(2S)-(9CI)
• Synonyms: 2-Piperidinecarboxylicacid,2-methyl-,(2S)-(9CI);(S)-2-Methylpiperidine-2-carboxylic acid;2-Piperidinecarboxylicacid,2-Methyl-,(2S);(2S)-2-methylpiperidine-2-carboxylic acid;(2S)-2-Methyl-2-piperidinecarboxylic acid
• CAS NO: 89115-95-7
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.18
• Product Categories: GLYCINESCAFFOLD
• Mol File: 89115-95-7.mol

Chemical Properties

• Melting Point: 350 °C
• Boiling Point: 259.5±33.0 °C(Predicted)
• Appearance: /
• Density: 1.075±0.06 g/cm3(Predicted)
• PKA: 2.51±0.20(Predicted)
• CAS DataBase Reference: 2-Piperidinecarboxylicacid,2-methyl-,(2S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Piperidinecarboxylicacid,2-methyl-,(2S)-(9CI)(89115-95-7)
• EPA Substance Registry System: 2-Piperidinecarboxylicacid,2-methyl-,(2S)-(9CI)(89115-95-7)

Safety Data

• Hazardous Substances Data: 89115-95-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Piperidinecarboxylic acid, 2-methyl, (2S) (9CI) is used as a building block for the synthesis of pharmaceutical compounds due to its potential biological activities and unique stereochemistry. Its presence in the S configuration allows for the creation of enantiomerically pure compounds, which can be crucial for the development of effective and safe medications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-Piperidinecarboxylic acid, 2-methyl, (2S) (9CI) is utilized for the investigation of its potential biological activities and interactions with biological targets. This can lead to the discovery of new drug candidates or the optimization of existing ones, ultimately contributing to advancements in healthcare and disease treatment.

Upstream product

• 185385-16-4 (2S,5S)-2-Methyl-5-phenylsulfanyl-pyrrolidine-1,2-dicarboxylic acid dimethyl ester 
• 132235-41-7 (1'R,2S,2'S,5'R)-1-<(2-isopropyl-5-methylcyclohexyl)oxymethoxy>-2-methyl-2-piperidine carboxamide 
• 132235-37-1 (1'R,2S,2'S,5'R)-1-<(2-isopropyl-5-methylcyclohexyl)oxymethoxy>-2-methyl-2-piperidinecarbonitrile 
• 55386-67-9 2-methyl-3,4,5,6-tetrahydropyridine-1-oxide 
• 123053-03-2 tert-butyl (2S,5S)-2-(tert-butyl)-5-(4-chlorobutyl)-3,5-dimethyl-4-oxo-1-imidazolidinecarboxylate 
• 123053-08-7 (2R,5S)-2-(tert-butyl)-5-(4-chlorobutyl)-3,5-dimethyl-4-imidazolidinone 
• 500131-75-9 (4R)-4-Phenylhexahydropyrido<2,1-c><1,4>oxazin-1-one 
• 158341-07-2 (4R,9aR)-4-Phenylhexahydropyrido<2,1-c><1,4>oxazin-1-one 
• 874368-12-4 (3R,5R)-3-(4-iodobutyl)-2-oxo-5-phenyl-morpholine-4-carboxylic acid tert-butyl ester 
• 185385-18-6 (S)-2-Methyl-pyrrolidine-1,2-dicarboxylic acid dimethyl ester 
• 158221-58-0 (4R,9aS)-9a-Methyl-4-phenylhexahydropyrido<2,1-c><1,4>oxazin-1-one 
• 123053-36-1 (3R,8aS)-3-(tert-butyl)-2,8a-dimethylhexahydroimidazo[1,5-a]pyridin-1(5H)-one 
• 132235-44-0 (2S)-2-methyl-2-piperidinecarboxamide 

Relevant articles and documents

An efficient, asymmetric synthesis of pipecolic acid and 2-alkyl pipecolic acids

Both (R)- and (S)-pipecolic acids and their 2-alkyl derivatives have been synthesized via diastereoselective alkylations of (R)-5-phenylmorpholin-2-one 5.

New synthetic method of optically active α-methylproline and α-methylpipecolinic acid using electrochemical oxidation as a key reaction

A new method for the stereoselective α-methylation of N-protected L-proline and L-pipecolinic acid esters is presented. The method consisted of electrochemical α'-methoxylation of the α-amino acid derivatives, the replacement of the α'-methoxy group with a phenylthio group, α-methylation, and reductive removal of the α'-phenylthio group, successively. The intermediates in this method could be used for the preparation of optically active acyclic α-methylated α-amino acids.

Asymmetric Synthesis. 32. A New Access to Enantiomerically Pure (S)-(-)-Pipecolic Acid and 2- or 6-Alkylated Derivatives

Enantiomerically pure (S)-(-)-pipecolic acid (5) was synthesized in four steps and 47percent overall yield starting from 2-cyano-6-phenyloxazolopiperidine (1).A general strategy is described for preparing 2-alkylated and 6-alkylated pipecolic acid 7a-c and 11a-c using diastereoselective procedures.

Asymmetric Synthesis with Chiral 1,4-Oxazine-2,5-diones: Preparation of Enantiomerically Pure 2-Substituted Pipecolic Acid Derivatives

A new asymmetric synthesis of α-amino acids is presented.This synthesis is based on the chiral 1,4-oxazine-2,5-diones 5 and 14 relying on the α-hydroxy acid 12 as a chiral auxiliary.A base-mediated alkylation of these chiral amino acid building blocks (5,

Preparation and Use of Chloromethyl (-)-Menthyl Ether in the Synthesis of Optically Pure α-Branched α-Amino Nitriles

The synthesis of optically pure chloromethyl (-)-menthyl ether (2b) and its use in the synthesis of di-(-)-menthyl acetal (-)-menthyl (+)-menthyl acetals are described.The diastereomeric mixed acetals 7a,b and 8a,b are easily obtainable from the nitrones 5 and 6, KCN and 2b.The mixture of diastereomers are separated into the pure components 7a, 7b and 8a, 8b by simple silica gel column chromatography.Hydrolysis of these products (H2O2/Na2CO3, ultrasound) followed by N-O cleavage affords the heterocyclic α-methyl-α-amino amides 11a, 11b and 12a, 12b.These are subsequently hydrolyzed to give the corresponding α-methyl-α-amino acids with S and R configuration, respectively.

Synthesis of Nonproteinogenic (R)- or (S)-Amino Acids. - Analogues of Phenylalanine, Isotopically Labelled and Cyclic Amino Acids from tert-Butyl 2-(tert-Butyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate (Boc-BMI)

The enantiomerically pure glycine derivatives (R)- and (S)-Boc-BMI, commercially available on a kg scale, are used as starting materials (Scheme 1) for the preparation of (i) open-chain amino acids such as α-deuterio amino acids (4,5), β-arylalanines (2), aspartic acid derivatives (6, 7a, 8), or ω-halo amino acids (7b,c, 12, 13, 16, 17, 19, 22), (ii) of α-aminocycloalkanecarboxylic acids (9, 11), and (iii) of heterocyclic α-amino acids (14, 15, 18, 20) containing azetidine, pyrrolidine, piperidine or perhydroazepine rings.Inversion by deprotonation/protonation ordeuteration allows to prepare either enantiomer of an amino acid from the same Boc-BMI enantiomer (Scheme 5).Effects of additives such as the cyclic urea DMPU, lithium salts, or secondeary amines upon the reactivity of lithium enolates are discussed and, in part, exploited.