1-Cbz-(2R)-Methylpiperazine

Base Information

• Chemical Name: 1-Cbz-(2R)-Methylpiperazine
• CAS No.: 923565-99-5
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.298
• Hs Code.: 2933599590
• Mol file: 923565-99-5.mol

Synonyms:(R)-2-Methyl-1-piperazinecarboxylic acid benzyl ester;(R)-1-CBZ-2-METHYL-PIPERAZINE;(R)-1-N-CBZ-2-METHYL-PIPERAZINE-HCL;(R)-1-N-CBZ-2-METHYL-PIPERAZINE HYDROCHLORIDE;(R)-benzyl 2-methylpiperazine-1-carboxylate;(R)-1-N-CBZ-2-methylpiperazine;(R)-1-N-CBZ-2-METHYL-PIPERAZINE;

Chemical Property of 1-Cbz-(2R)-Methylpiperazine

Chemical Property:

• Boiling Point: 358.0±30.0 °C(Predicted)
• PKA: 8.48±0.40(Predicted)
• PSA: 41.57000
• Density: 1.105
• LogP: 1.88360
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

(R)-1-N-CBZ-2-Methylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Cbz-(2R)-Methylpiperazine

There total 6 articles about 1-Cbz-(2R)-Methylpiperazine 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: 82.0%

→ phenylmethyl (2R)-2-methyl-1-piperazinecarboxylate (923565-99-5,923565-98-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 5h;

Reference yield:

(2R)-methylpiperazine (75336-86-6) → phenylmethyl (2R)-2-methyl-1-piperazinecarboxylate (923565-99-5,923565-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaHCO₃ / acetone / 20 °C

2: aq. NaHCO₃ / acetone / 20 °C

3: PhSH; K₂CO₃ / dimethylformamide / 24 h / 20 °C

With sodium hydrogencarbonate; potassium carbonate; thiophenol; In N,N-dimethyl-formamide; acetone; 1: sulfonylation / 2: Acylation / 3: Hydrolysis;

DOI:10.1021/jm990358+

Reference yield:

1-benzyl 4-(tert-butyl) (R)-2-methylpiperazine-1,4-dicarboxylate (1163793-25-6,1163793-31-4,502649-21-0) → phenylmethyl (2R)-2-methyl-1-piperazinecarboxylate (923565-99-5,923565-98-4)

Guidance literature:

1-benzyl 4-(tert-butyl) (R)-2-methylpiperazine-1,4-dicarboxylate; With hydrogenchloride; In 1,4-dioxane; methanol; for 2h;

With sodium hydroxide; In water; ethyl acetate;

upstream raw materials:

(R)-2-Methyl-4-(2-nitro-benzenesulfonyl)-piperazine-1-carboxylic acid benzyl ester

(2R)-methylpiperazine

benzyl chloroformate

(R)-3-methyl-1-((2-nitrophenyl)sulfonyl)piperazine

Downstream raw materials:

phenylmethyl (2R)-2-methyl-4-((4-(2-(methyloxy)-2-oxoethyl)phenyl)methyl)-1-piperazinecarboxylate

Refernces

• 1、 -. "CERTAIN CHEMICAL ENTITIES, COMPOSITIONS AND METHODS". Page/Page column 108. . Retrieved 2010/11/27.
• 2、 Aicher, Thomas D.,Anderson, Robert C.,Bebernitz, Gregory R.,Coppola, Gary M.,Jewell, Charles F.,Knorr, Douglas C.,Liu, Charles,Sperbeck, Donald M.,Brand, Leonard J.,Strohschein, Robert J.,Gao, Jiaping,Vinluan, Christine C.,Shetty, Suraj S.,Dragland, Carol,Kaplan, Emma L.,DelGrande, Dominick,Islam, Amin,Liu, Xilin,Lozito, Robert J.,Maniara, Wieslawa M.,Walter, R. Erik,Mann, William R.. "(R)-3,3,3-trifluoro-2-hydroxy-2-methyl- propionamides are orally active inhibitors of pyruvate dehydrogenase kinase [2]". . p. 2741 - 2746. Retrieved 2007/10/03.