1-Aminocyclobutanecarboxylic acid

Base Information

• Chemical Name: 1-Aminocyclobutanecarboxylic acid
• CAS No.: 22264-50-2
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• Hs Code.: 2922499990
• European Community (EC) Number: 627-651-9
• NSC Number: 403363
• UNII: 1K1PGC7J6Z
• DSSTox Substance ID: DTXSID60176811
• Nikkaji Number: J101.007G
• Wikidata: Q1147632
• ChEMBL ID: CHEMBL131244
• Mol file: 22264-50-2.mol

Synonyms:1-Aminocyclobutane-1-carboxylicacid;NSC 403362;NSC 403363;

Chemical Property of 1-Aminocyclobutanecarboxylic acid

Chemical Property:

• Appearance/Colour: WHITE TO TAN POWDER, CRYSTALS, CRYSTALLINE POWDER, AND/OR WITH CHUNKS.
• Vapor Pressure: 9.67E-08mmHg at 25°C
• Melting Point: 261 °C (dec.)(lit.)
• Refractive Index: 1.712
• Boiling Point: 241.1 °C at 760 mmHg
• PKA: 2.38±0.20(Predicted)
• Flash Point: 99.6 °C
• PSA: 63.32000
• Density: 1.29 g/cm³
• LogP: 0.65270
• Storage Temp.: Store at RT
• Water Solubility.: Soluble to 100 mM in water.
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

ACBC ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Carboxylic Acids
• Canonical SMILES: C1CC(C1)(C(=O)O)N
• Uses: 1-Aminocyclobutanecarboxylic acid acts as an agonist being an analog of glycine at the NMDA-glycine receptor site. This affects the signal transmission in the CNS. ACBC is an NMDA receptor antagonist acting at the glycine site. It acts as an agonist being an analog of glycine at the NMDA-glycine receptor site. This affects the signal transmission in the CNS.

Technology Process of 1-Aminocyclobutanecarboxylic acid

There total 7 articles about 1-Aminocyclobutanecarboxylic acid 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%

1-aminocyclobutane-1-carbonitrile (70780-84-6) → 1-aminocyclobutane-1-carboxylic acid (22264-50-2)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane; for 8h; Inert atmosphere; Reflux;

DOI:10.1021/acscombsci.6b00005

Reference yield: 75.0%

cis-1-Azido-3-(phenylsulfonyl)cyclobutane-1-carboxylic acid (117488-20-7) → 1-aminocyclobutane-1-carboxylic acid (22264-50-2)

Guidance literature:

With sodium amalgam; In tetrahydrofuran; methanol; for 41h; Ambient temperature;

Reference yield: 70.0%

C6H9NO3 (845621-11-6) → 1-aminocyclobutane-1-carboxylic acid (22264-50-2)

Guidance literature:

C₆H₉NO₃; With sodium hydroxide; sodium hypochlorite; In water; at 5 ℃; for 1h;

With hydrogenchloride; In water; at 15 - 25 ℃; for 3h;

With hydrogenchloride; In water; pH=7.0;

upstream raw materials:

1,3-diazaspiro[4.3]octane-2,4-dione

cis-1-Azido-3-(phenylsulfonyl)cyclobutane-1-carboxylic acid

C₆H₉NO₃

ethyl 1-aminocyclobutanecarboxylate

Downstream raw materials:

7-oxa-5-aza-spiro[3.4]octane-6,8-dione

(R)-1-(7-(1-carboxy-2-(tritylthio)ethyl)-1,3,6,8-tetraoxo-7,8-dihydrobenzo[lmn][3,8]phenanthrolin-2(1H,3H,6H)-yl)cyclobutanecarboxylic acid

7-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}-5,7-diazaspiro[3.4]octane-6,8-dione

1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide

Refernces

• 1、 Stotani, Silvia,Lorenz, Christoph,Winkler, Matthias,Medda, Federico,Picazo, Edwige,Ortega Martinez, Raquel,Karawajczyk, Anna,Sanchez-Quesada, Jorge,Giordanetto, Fabrizio. "Design and Synthesis of Fsp3-Rich, Bis-Spirocyclic-Based Compound Libraries for Biological Screening". supporting information. p. 330 - 336. Retrieved 2016/07/06.
• 2、 -. "PEPTIDES AND PEPTIDOMIMETIC COMPOUNDS, THE MANUFACTURING THEREOF AS WELL AS THEIR USE FOR PREPARING A THERAPEUTICALLY AND/OR PREVENTIVELY ACTIVE PHARMACEUTICAL COMPOSITION". . . Retrieved 2010/04/25.