(2R)-piperidin-1-ium-2-carboxylate

Base Information

• Chemical Name: (2R)-piperidin-1-ium-2-carboxylate
• CAS No.: 1723-00-8
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Hs Code.: 29333990
• Mol file: 1723-00-8.mol

Synonyms:(2R)-piperidin-1-ium-2-carboxylate;(R)-pipecolate;D-piperidine-2-carboxylic acid;D-piperidine-2-carboxylate;(R)-piperidine-2-carboxylate

Chemical Property of (2R)-piperidin-1-ium-2-carboxylate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0026mmHg at 25°C
• Melting Point: 272 °C(lit.)
• Refractive Index: 1.478
• Boiling Point: 265.8 °C at 760 mmHg
• PKA: 2.28(at 25℃)
• Flash Point: 114.5 °C
• PSA: 49.33000
• Density: 1.125 g/cm³
• LogP: 0.54190
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly)
• Water Solubility.: soluble
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

D-Pipecolic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC[NH2+]C(C1)C(=O)[O-]
• Isomeric SMILES: C1CC[NH2+][C@H](C1)C(=O)[O-]
• Uses: Pipecolic acid is involved in synaptic transmission in the central nervous system.

Technology Process of (2R)-piperidin-1-ium-2-carboxylate

There total 87 articles about (2R)-piperidin-1-ium-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(4R,9aR)-4-Phenylhexahydropyrido<2,1-c><1,4>oxazin-1-one (158341-07-2) → (R)-(+)-pipecolic acid (1723-00-8,83680-83-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; water; at 20 ℃; for 24h; under 3750.3 Torr;

DOI:10.1016/j.tetasy.2005.10.025

Reference yield: 95.0%

(R)-1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid (28697-07-6,28697-09-8,28697-11-2,71170-88-2) → (R)-(+)-pipecolic acid (1723-00-8,83680-83-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; at 20 ℃; for 3h; under 2585.81 Torr;

DOI:10.1016/j.tetasy.2014.08.001

Reference yield: 91.0%

(+)-2R-Piperidine-2-carboxylic acid amide (19889-77-1,24735-67-9,65057-28-5,78088-51-4) → (R)-(+)-pipecolic acid (1723-00-8,83680-83-5)

Guidance literature:

(+)-2R-Piperidine-2-carboxylic acid amide; With hydrogenchloride; for 8h; Heating;

With methyloxirane; In ethanol; at 20 ℃; for 5h;

DOI:10.1021/jo062382i

upstream raw materials:

pipecolic Acid

2-Picolinic acid

L-lysine

methyl piperidine-2-carboxylate hydrochloride

Downstream raw materials:

(+)-2R-Piperidine-2-carboxylic acid methyl ester

(R)-piperidine-2-carboxylic acid methyl ester hydrochloride

N-BOC-D-pipecolic acid

(R)-1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid

Refernces

• 1、 Chandren, Sheela,Ohtani, Bunsho. "Preparation, characterization and photocatalytic performance of titania particles encapsulated in hollow silica shells as an efficient photocatalyst for redox-combined stereoselective synthesis of l-pipecolinic acid from l-lysine". . p. 50 - 59,10. Retrieved 2012.
• 2、 Ohtani, Bunsho,Iwai, Kunihiro,Kominami, Hiroshi,Matsuura, Takeshi,Kera, Yoshiya,Nishimoto, Sei-ichi. "Titanium(IV) oxide photocatalyst of ultra-high activity for selective N-cyclization of an amino acid in aqueous suspensions". . p. 315 - 319. Retrieved 1995.
• 3、 Hockless, David C. R.,Mayadunne, Renuka C.,Wild, S. Bruce. "Convenient Resolution of (+/-)-Piperidine-2-carboxylic Acid ((+/-)-Pipecolic Acid) by Separation of Palladium(II) Diastereomers Containing Orthometallated (S)-(-)-1-naphthalene". . p. 3031 - 3038. Retrieved 1995.
• 4、 Forero-Doria, Oscar,Santos, Leonardo S.,Nachtigall, Fabiane M.,Shankaraiah, Nagula. "Polymer-supported (-)-8-phenylmenthyl auxiliary as an effective solidphase chiral inductor in the addition of nucleophiles to N-acyliminium Ions". . p. 696 - 702. Retrieved 2018/02/27.
• 5、 Katayama, Katsushi,Nakagawa, Koji,Takeda, Hiroshi,Matsuda, Akira,Ichikawa, Satoshi. "Total synthesis of sandramycin and its analogues via a multicomponent assemblage". supporting information. p. 428 - 431. Retrieved 2014/04/03.