1-Aminocyclobutane-1,3-dicarboxylic acid

Base Information

• Chemical Name: 1-Aminocyclobutane-1,3-dicarboxylic acid
• CAS No.: 73550-55-7
• Molecular Formula: C₆H₉NO₄
• Molecular Weight: 159.142
• European Community (EC) Number: 631-436-5
• NSC Number: 621814
• DSSTox Substance ID: DTXSID60922431,DTXSID601312880
• Nikkaji Number: J545.096I,J339.303H,J339.304F
• ChEMBL ID: CHEMBL1437288,CHEMBL1316912,CHEMBL1555263
• Mol file: 73550-55-7.mol

Synonyms:1-ACBDA;1-amino-1,3-cyclobutanedicarboxylic acid;1-aminocyclobutane-1,3-dicarboxylic acid;2,4-methanoglutamate;2,4-methanoglutamate, (cis)-isomer;cis-ACDA

Chemical Property of 1-Aminocyclobutane-1,3-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 0.000607mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 288.1 °C at 760 mmHg
• Flash Point: 128 °C
• PSA: 100.62000
• Density: 1.568 g/cm³
• LogP: -0.03660
• Storage Temp.: Store at RT
• XLogP3: -3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 159.05315777
• Heavy Atom Count: 11
• Complexity: 207

Purity/Quality:

98%Min ^*data from raw suppliers

1-Aminocyclobutane-trans-1,3-dicarboxylicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1(C(=O)O)N)C(=O)O
• Uses: 1-Aminocyclobutane-trans-1,3-dicarboxylic acid is a potent inhibitor of EAAT.

Technology Process of 1-Aminocyclobutane-1,3-dicarboxylic acid

There total 32 articles about 1-Aminocyclobutane-1,3-dicarboxylic 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: 96.0%

methyl N-(tert-butyloxycarbonyl)-2,4-methanoglutamic acid monoester (116129-02-3) → Cis-ACBD (73550-55-7,164225-42-7)

Guidance literature:

With hydrogenchloride; In water; for 15h; Heating;

DOI:10.1021/jo00255a024

Reference yield: 85.0%

cis-methyl 1-(benzoylamino)-1-(pentamethylenecarbamoyl)cyclobutane-3-carboxylate (161181-49-3) → Cis-ACBD (73550-55-7,164225-42-7)

Guidance literature:

With hydrogenchloride; at 130 ℃; for 24h;

DOI:10.1021/jm00051a005

Reference yield: 13.0%

2,4-dioxo-1,3-diazaspiro[3.4]octane-2-carboxylic acid (1186202-25-4) → Cis-ACBD (73550-55-7,164225-42-7) + 1-aminocyclobutane-cis-1,3-dicarboxylic acid (117488-23-0,164225-42-7)

Guidance literature:

With sodium hydroxide; for 24h; Heating;

DOI:10.1021/jm00172a036

upstream raw materials:

3-oxocyclobutanecarboxylic acid

potassium cyanide

2,4-dioxo-1,3-diazaspiro[3.4]octane-2-carboxylic acid

trans-1-amino-3-(phenylsulfonyl)cyclobutane-1,3-dicarboxylic acid

Refernces

• 1、 Gaoni,Chapman,Parvez,Pook,Jane,Watkins. "Synthesis, NMDA receptor antagonist activity, and anticonvulsant action of 1-aminocyclobutanecarboxylic acid derivatives". . p. 4288 - 4296. Retrieved 2007/10/02.
• 2、 Gaoni, Yehiel. "REGIOSPECIFIC ADDITIONS OF HYDRAZOIC ACID AND BENZYLAMINE TO 1-(ARYLSULFONYL)BICYCLOBUTANES. APPLICATION TO THE SYNTHESIS OF CIS AND TRANS 2,7-METHANOGLUTAMIC ACIDS". . p. 1591 - 1594. Retrieved 2007/10/02.