Cyclo(-Asp-Gly)

Base Information

• Chemical Name: Cyclo(-Asp-Gly)
• CAS No.: 52661-97-9
• Molecular Formula: C6H8N2O4
• Molecular Weight: 172.14
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90428618
• Nikkaji Number: J1.987.765E
• Wikidata: Q72472871
• Mol file: 52661-97-9.mol

Synonyms:Cyclo(-Asp-Gly);52661-97-9;2-[(2S)-3,6-dioxopiperazin-2-yl]acetic Acid;(S)-2-(3,6-Dioxopiperazin-2-yl)acetic acid;Cyclo(Gly-Asp-);Cyclo(L-Asp-L-Gly);CYCLO(L-ASP-GLY);Cyclo(-Asp-Gly), AldrichCPR;SCHEMBL9519396;DTXSID90428618;MFCD00237607;AKOS006275238;AT17311;F2147-2992

Chemical Property of Cyclo(-Asp-Gly)

Chemical Property:

• Boiling Point: 713.4±45.0 °C(Predicted)
• PKA: 4.02±0.10(Predicted)
• PSA: 95.50000
• Density: 1.391
• LogP: -1.26670
• Storage Temp.: -15°C
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 172.04840674
• Heavy Atom Count: 12
• Complexity: 238

Purity/Quality:

98%Min ^*data from raw suppliers

Cyclo(-Asp-Gly) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC(C(=O)N1)CC(=O)O
• Isomeric SMILES: C1C(=O)N[C@H](C(=O)N1)CC(=O)O

Technology Process of Cyclo(-Asp-Gly)

There total 5 articles about Cyclo(-Asp-Gly) 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: 97.0%

cyclo-(Asp(OBzl)-Gly) → cyclo(Asp-Gly) (52661-97-9)

Guidance literature:

With hydrogen; acetic acid; palladium; In methanol;

Reference yield: 96.0%

(S)-(2-amino-4-(tert-butoxy)-4-oxobutanoyl)glycine (58651-64-2) → cyclo(Asp-Gly) (52661-97-9)

Guidance literature:

With (3-{[(cyclohexylimino)methylidene]amino}propyl)oxy linked polystyrene resin; In dichloromethane; N,N-dimethyl-formamide; for 0.0833333h; Flow reactor;

DOI:10.1021/acscombsci.0c00001

Reference yield: 87.0%

glycyl-L-aspartic acid (4685-12-5) → cyclo(Asp-Gly) (52661-97-9)

Guidance literature:

With 14C₂H₇N*14H⁽¹⁺⁾*2H₂O*2O^(2-)*2Zr⁽⁴⁺⁾*O₁₂₂P₄W₃₄^(18-); In dimethyl sulfoxide; at 70 ℃; for 24h;

DOI:10.1021/acscatal.9b03415

upstream raw materials:

glycyl-L-aspartic acid

(S)-(2-amino-4-(tert-butoxy)-4-oxobutanoyl)glycine

Refernces

• 1、 De Azambuja, Francisco,Parac-Vogt, Tatjana N.. "Water-Tolerant and Atom Economical Amide Bond Formation by Metal-Substituted Polyoxometalate Catalysts". . p. 10245 - 10252. Retrieved 2019/11/03.