(R)-Piperazine-2-carboxylic acid dihydrochloride

Base Information

• Chemical Name: (R)-Piperazine-2-carboxylic acid dihydrochloride
• CAS No.: 126330-90-3
• Molecular Formula: C₅H₁₀N₂O₂*2ClH
• Molecular Weight: 203.068
• Hs Code.: 29335990
• European Community (EC) Number: 603-132-2
• DSSTox Substance ID: DTXSID30506686
• Mol file: 126330-90-3.mol

Synonyms:126330-90-3;(R)-Piperazine-2-carboxylic acid dihydrochloride;(R)-2-Piperazinecarboxylic acid dihydrochloride;(2R)-piperazine-2-carboxylic acid dihydrochloride;(R)-(+)-2-Piperazinecarboxylic acid dihydrochloride;(2R)-piperazine-2-carboxylic acid;dihydrochloride;(R)-(+)-Piperazine-2-carboxylic acid dihydrochloride;2-PIPERAZINECARBOXYLIC ACID, HYDROCHLORIDE (1:2), (2R)-;(R)-Piperazine-2-carboxylic acid 2HCl;(R)-piperazine-2-carboxylicaciddihydrochloride;MFCD03840829;(2R)-Piperazine-1,4-diium-2-carboxylic acid;dichloride;2-Piperazinecarboxylic acid, dihydrochloride, (2R)-;SCHEMBL283015;DTXSID30506686;WNSDZBQLMGKPQS-RZFWHQLPSA-N;(S)-(-)-2-PIPERAZINECARBOXYLIC ACID DIHYDROCHLORIDE;CS-D1376;(R)-2-Piperazinecarboxylic acid 2HCl;AKOS015845424;AC-1211;AC-3255;PS-9379;BP-11366;AM20080202;EN300-218491;piperazine-2(R)-carboxylic acid dihydrochloride;R-Piperazine-2-Carboxylic Acid Dihydrochloride;(2R)-2-Piperazinecarboxylic acid dihydrochloride;Piperazine-2-(R)-carboxylic acid dihydrochloride;A1-00407;(R)-2-Piperazinecarboxylic acid dihydrochloride, >=98.0%;(2R)-Piperazine-2-carboxylic acid--hydrogen chloride (1/2)

Chemical Property of (R)-Piperazine-2-carboxylic acid dihydrochloride

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Melting Point: ca 265℃
• Boiling Point: 313.6 °C at 760 mmHg
• Flash Point: 143.5 °C
• PSA: 61.36000
• LogP: 0.89400
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 202.0275830
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

(R)-Piperazine-2-carboxylicAcidDihydrochloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(CN1)C(=O)O.Cl.Cl
• Isomeric SMILES: C1CN[C@H](CN1)C(=O)O.Cl.Cl
• Uses: (R)-2-Piperazinecarboxylic acid dihydrochloride can be used as a starting material for the synthesis of (R)-enantiomers of anthramycin analogs, which are potential antiproliferative agents. It can also be employed in the preparation of piperazinemethanol chiral ligands, which can be utilized in the enantioselective borane reduction of aromatic ketones, ketimine, and oxime ether.

Technology Process of (R)-Piperazine-2-carboxylic acid dihydrochloride

There total 1 articles about (R)-Piperazine-2-carboxylic acid dihydrochloride 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: 85.0%

methyl N,N'-di(trifluoroacetyl)piperazine-2-carboxylate (98236-72-7) → piperazine-2-carboxylic acid dihydrochloride (3022-15-9,126330-90-3,133525-05-0,135841-26-8)

Guidance literature:

With hydrogenchloride; for 1.5h; Heating;

DOI:10.1007/BF00515075

Reference yield: 98.76%

di-tert-butyl dicarbonate (24424-99-5) + piperazine-2-carboxylic acid dihydrochloride (3022-15-9,126330-90-3,133525-05-0,135841-26-8) → N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid (181955-79-3)

Guidance literature:

di-tert-butyl dicarbonate; piperazine-2-carboxylic acid dihydrochloride; With sodium hydroxide; In 1,4-dioxane; water; at 0 - 25 ℃; for 3.5h;

With hydrogenchloride; In 1,4-dioxane; water; pH=6 - 7;

Reference yield: 96.0%

piperazine-2-carboxylic acid dihydrochloride (3022-15-9,126330-90-3,133525-05-0,135841-26-8) + benzyl chloroformate (501-53-1,94274-21-2) → N,N'-Dibenzyloxycarbonylpiperazine-2-carboxylic acid (191739-36-3)

Guidance literature:

piperazine-2-carboxylic acid dihydrochloride; benzyl chloroformate; With sodium hydroxide; In 1,4-dioxane; water; for 1.5h; pH=11;

With hydrogenchloride; In water; pH=2;

upstream raw materials:

methyl N,N'-di(trifluoroacetyl)piperazine-2-carboxylate

Downstream raw materials:

N,N'-dinitrosopiperazine-2-carboxylic acid

piperazine-1,3-dicarboxylic acid 1-tert-butyl ester

piperazine-1,3-dicarboxylic acid 1-(4-nitrobenzyl)ester

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid

Refernces