(S)-Methyl 5-oxopiperazine-2-carboxylate

Base Information

• Chemical Name: (S)-Methyl 5-oxopiperazine-2-carboxylate
• CAS No.: 1191885-41-2
• Molecular Formula: C₆H₁₀N₂O₃
• Molecular Weight: 158.157
• DSSTox Substance ID: DTXSID20659256
• Nikkaji Number: J2.785.574A
• Wikidata: Q82575910
• Mol file: 1191885-41-2.mol

Synonyms:(S)-Methyl 5-oxopiperazine-2-carboxylate;1191885-41-2;Methyl (S)-5-oxopiperazine-2-carboxylate;methyl (2S)-5-oxopiperazine-2-carboxylate;METHYL (S)-5-OXO-2-PIPERAZINECARBOXYLATE;2-Piperazinecarboxylic acid, 5-oxo-, methyl ester, (2S)-;DTXSID20659256;MFCD13186761;AKOS006332956;DS-4643;(S)-Methyl5-oxopiperazine-2-carboxylate;CS-0109587;C71631;A892635;(2S)-5-Oxopiperazine-2-carboxylic acid methyl ester

Chemical Property of (S)-Methyl 5-oxopiperazine-2-carboxylate

Chemical Property:

• PSA: 70.92000
• LogP: -1.14790
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 158.06914219
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

96%, ^*data from raw suppliers

(S)-Methyl5-oxopiperazine-2-carboxylate 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CNC(=O)CN1
• Isomeric SMILES: COC(=O)[C@@H]1CNC(=O)CN1

Technology Process of (S)-Methyl 5-oxopiperazine-2-carboxylate

There total 1 articles about (S)-Methyl 5-oxopiperazine-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%

(S)-3-azido-2-((ethoxycarbonylmethyl)amino)propionic acid methyl ester (1191885-40-1) → (S)-5-oxo-piperazine-2-carboxylic acid methyl ester (1191885-41-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; at 20 ℃; for 16h; under 760.051 Torr;

DOI:10.1021/jo901389q

Reference yield: 88.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-5-oxo-piperazine-2-carboxylic acid methyl ester (1191885-41-2) → (S)-5-oxopiperazine-1,2-dicarboxylic acid 1-tert-butyl ester (1033713-11-9,1246553-28-5)

Guidance literature:

(S)-5-oxo-piperazine-2-carboxylic acid methyl ester; With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃;

di-tert-butyl dicarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 16h;

With potassium hydrogensulfate; In 1,4-dioxane; water; pH=3;

DOI:10.1021/jo901389q

upstream raw materials:

(S)-3-azido-2-((ethoxycarbonylmethyl)amino)propionic acid methyl ester

Downstream raw materials:

(S)-5-oxopiperazine-1,2-dicarboxylic acid 1-tert-butyl ester

Refernces