1,2,4-Piperazinetricarboxylic acid,4-(1,1-dimethylethyl)2-methyl1-(phenylmethyl)ester,(2S)-

Base Information

• Chemical Name: 1,2,4-Piperazinetricarboxylic acid,4-(1,1-dimethylethyl)2-methyl1-(phenylmethyl)ester,(2S)-
• CAS No.: 314741-38-3
• Molecular Formula: C19H26N2O6
• Molecular Weight: 378.425
• Hs Code.: 2933599090
• Mol file: 314741-38-3.mol

Synonyms:1,2,4-Piperazinetricarboxylic acid,4-(1,1-dimethylethyl)2-methyl1-(phenylmethyl)ester,(2S)-;(2S)-4-Boc-2-Methylpiperazine-1,2-dicarboxylic acid 1-benzyl ester

Chemical Property of 1,2,4-Piperazinetricarboxylic acid,4-(1,1-dimethylethyl)2-methyl1-(phenylmethyl)ester,(2S)-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 518.066°C at 760 mmHg
• PKA: -1.49±0.70(Predicted)
• Flash Point: 267.117°C
• PSA: 96.38000
• Density: 1.242g/cm³
• LogP: 2.59500

Purity/Quality:

98%min ^*data from raw suppliers

1-Benzyl4-(tert-butyl)2-methyl(S)-piperazine-1,2,4-tricarboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,4-Piperazinetricarboxylic acid,4-(1,1-dimethylethyl)2-methyl1-(phenylmethyl)ester,(2S)-

There total 6 articles about 1,2,4-Piperazinetricarboxylic acid,4-(1,1-dimethylethyl)2-methyl1-(phenylmethyl)ester,(2S)- 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: 100.0%

benzyl chloroformate (501-53-1,94274-21-2) + (S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (848482-93-9) + methyl iodide (74-88-4) → 1-benzyl 4-(tert-butyl) 2-methyl (2S)-piperazine-1,2,4-tricarboxylate (314741-38-3,1211399-66-4)

Guidance literature:

(S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid; With sodium hydrogencarbonate; In water; at 20 ℃; for 0.5h;

benzyl chloroformate; In 1,4-dioxane; water; at 20 ℃;

methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield: 92.0%

[2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid (150407-69-5) + diazomethyl-trimethyl-silane (18107-18-1) → 1-benzyl 4-(tert-butyl) 2-methyl (2S)-piperazine-1,2,4-tricarboxylate (314741-38-3,1211399-66-4)

Guidance literature:

With methanol; In toluene; at 20 ℃;

Reference yield: 74.0%

[2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid (150407-69-5) + methyl iodide (74-88-4) → 1-benzyl 4-(tert-butyl) 2-methyl (2S)-piperazine-1,2,4-tricarboxylate (314741-38-3,1211399-66-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2014.01.002

upstream raw materials:

[2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid

diazomethyl-trimethyl-silane

methyl iodide

(S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid

Downstream raw materials:

C₁₄H₁₈N₂O₄*C₂HF₃O₂

[2S]-1-Benzyloxycarbonyl-2-methoxycarbonylpiperazine

O₁-tert-butyl O₃-methyl (3S)-piperazine-1,3-dicarboxylate

Refernces

• 1、 Blizzard, Timothy A.,Singh, Sanjay,Patil, Basanagoud,Chidurala, Naresh,Komanduri, Venukrishnan,Debnath, Samarpita,Belyakov, Sergei,Crespo, Alejandro,Struck, Alice,Kurtz, Marc,Wiltsie, Judyann,Shen, Xun,Sonatore, Lisa,Arocho, Marta,Lewis, Dale,Ogletree, Martin,Biftu, Tesfaye. "Heterocyclic core analogs of a direct thrombin inhibitor". . p. 1111 - 1115. Retrieved 2014/03/21.
• 2、 -. "SATURATED BICYCLIC HETEROCYCLIC DERIVATIVES AS SMO ANTAGONISTS". Page/Page column 41. . Retrieved 2010/04/06.