3,6-Bis(hydroxymethyl)-2,5-piperazinedione

Base Information

• Chemical Name: 3,6-Bis(hydroxymethyl)-2,5-piperazinedione
• CAS No.: 5625-41-2
• Molecular Formula: C6H10 N2 O4
• Molecular Weight: 174.156
• European Community (EC) Number: 819-381-7
• NSC Number: 508753,302956
• DSSTox Substance ID: DTXSID60936199
• Mol file: 5625-41-2.mol

Synonyms:5625-41-2;3,6-Bis(hydroxymethyl)-2,5-piperazinedione;3,6-bis(hydroxymethyl)piperazine-2,5-dione;Serinanhydrid;L-serine dimer;NSC508753;SCHEMBL8135678;DTXSID60936199;NSC302956;AKOS015897936;NSC 508753;NSC-302956;NSC-508753;SB46738;CS-0239901;FT-0651725;EN300-220815;3,6-Bis(hydroxymethyl)-3,6-dihydropyrazine-2,5-diol

Chemical Property of 3,6-Bis(hydroxymethyl)-2,5-piperazinedione

Chemical Property:

• Vapor Pressure: 4.09E-21mmHg at 25°C
• Melting Point: 224 °C
• Boiling Point: 675°Cat760mmHg
• PKA: 11.84±0.60(Predicted)
• Flash Point: 362°C
• PSA: 98.66000
• Density: 1.353g/cm³
• LogP: -2.38820
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.06405680
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99%, ^*data from raw suppliers

3,6-Bis(hydroxymethyl)-2,5-piperazinedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(=O)NC(C(=O)N1)CO)O
• Uses: 3,6-Bis(hydroxymethyl)-2,5-piperazinedione is an intermediate in the synthesis of impurities of Cycloserine (C988800), an antibacterial agent.

Technology Process of 3,6-Bis(hydroxymethyl)-2,5-piperazinedione

There total 7 articles about 3,6-Bis(hydroxymethyl)-2,5-piperazinedione 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: 80.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) → cyclo-serylserine (5625-41-2,79617-26-8)

Guidance literature:

With sodium methylate; In methanol; for 120h; Inert atmosphere;

DOI:10.1016/j.tet.2018.04.001

Reference yield:

→ cyclo-serylserine (5625-41-2,79617-26-8)

Guidance literature:

With hydrogenchloride; l-serine anhydride; Hydrolysis_.nachfolgende Veresterung und Destillation, zuletzt bei 140grad und 0.2-0.5 mm;

Reference yield:

→ cyclo-serylserine (5625-41-2,79617-26-8)

Guidance literature:

With hydrogenchloride; l-serine anhydride; Hydrolysis_.nachfolgende Veresterung und Destillation, zuletzt bei 140grad und 0.2-0.5 mm;

upstream raw materials:

(S)-serine methyl ester

Ser-OMe

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

Downstream raw materials:

L-serin

3,6-dimethylidenepiperazine-2,5-dione

oxalic acid

Refernces