(S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester
• CAS No.: 796096-64-5
• Molecular Formula: C11H20N2O4
• Molecular Weight: 244.291
• Hs Code.: 2933599090
• European Community (EC) Number: 674-833-9
• DSSTox Substance ID: DTXSID10426858
• Wikidata: Q72450368
• Mol file: 796096-64-5.mol

Synonyms:1,2-Piperazinedicarboxylic acid,1-(1,1-dimethylethyl) 2-methyl ester,(2S);(S)-1-N-t-Boc-piperazine-2-carboxylic acid methyl ester;(S)-Piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;(s)-1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate;(S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester;1-tert-butyl 2-methyl (2S)-piperazine-1,2-dicarboxylate;Methyl (S)-1-N-Boc-piperazine-2-carboxylate;

Chemical Property of (S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.000301mmHg at 25°C
• Refractive Index: 1.471
• Boiling Point: 321.3 °C at 760 mmHg
• PKA: 7.25±0.40(Predicted)
• Flash Point: 148.1 °C
• PSA: 67.87000
• Density: 1.118 g/cm³
• LogP: 0.63500
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 244.14230712
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-N-Boc-Piperazine-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCNCC1C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCNC[C@H]1C(=O)OC

Technology Process of (S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester

There total 9 articles about (S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester 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%

(S)-1-tert-butyl 2-methyl 4-((S)-1-phenylethyl)piperazine-1,2-dicarboxylate → (S)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (796096-64-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 48h;

DOI:10.1021/jacs.5b11288

Reference yield: 97.0%

(S)-1-tert-butyl 2-methyl 4-(2-phenylpropan-2-yl)piperazine-1,2-dicarboxylate → (S)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (796096-64-5)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; ammonium formate; In ethanol; for 2h; enantioselective reaction; Inert atmosphere; Reflux;

DOI:10.1021/jacs.5b11288

Reference yield:

2,2,2-trifluoroethylbutyrate (371-27-7) + piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (129799-15-1) → (S)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (796096-64-5) + C15H26N2O5

Guidance literature:

With lipase A from candida antarctica immobilized on Celite; In tert-butyl methyl ether; for 3h; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

upstream raw materials:

2,2,2-trifluoroethylbutyrate

piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

tert-butyl 4-(2-cyanopropan-2-yl)piperazine-1-carboxylate

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

(S)-4-benzyl 1-tert-butyl 2-methyl piperazine-1,2,4-tricarboxylate

(S)-4-(benzyloxycarbonyl)-1-(tert-butyloxycarbonyl)-piperazine-2-carboxylic acid

1,4-di-tert-butyl 2-methyl (2S)-piperazine-1,2,4-tricarboxylate

(S)-tert-butyl 2-carbamoylpiperazine-1-carboxylate