2-Amino-3-methylsuccinic acid

Base Information

• Chemical Name: 2-Amino-3-methylsuccinic acid
• CAS No.: 6667-60-3
• Molecular Formula: C5H9 N O4
• Molecular Weight: 147.131
• Hs Code.: 2922499990
• NSC Number: 203789,139985,45365
• UNII: T38VAO1ARZ
• DSSTox Substance ID: DTXSID601346473
• Nikkaji Number: J1.964.048E
• Mol file: 6667-60-3.mol

Synonyms:2-Amino-3-methylsuccinic acid;6667-60-3;2-amino-3-methylbutanedioic acid;DL-threo-beta-Methylaspartic acid;DL-Aspartic acid, 3-methyl-;NSC-45365;T38VAO1ARZ;3-Methyl-DL-aspartic acid;DL-Aspartic acid, 3-methyl;DL-threo--Methylaspartic acid;DL-threo-b-Methylaspartic acid;NSC 45365;DL-3-Methylaspartic acid;Aspartic acid, 3-methyl-;beta-methylaspartate;L-threo-3-methyl-aspartate;DL-beta-METHYLASPARTIC ACID;3-methylaspartate;(2S, 3S)-3-methylaspartate;1114-07-4;b-methylaspartic acid;UNII-T38VAO1ARZ;bmse000352;3-methyl-D,L-aspartic acid;SCHEMBL87358;2-Amino-3-methylsuccinicacid;LXRUAYBIUSUULX-UHFFFAOYSA-N;DTXSID601346473;31571-69-4;NSC45365;(+/-)-threo-3-methylaspartic acid;MFCD00037770;NSC139985;NSC203789;AKOS003382837;.BETA.-METHYL-DL-ASPARTIC ACID;CS-W018217;HY-W017501;NSC-139985;NSC-203789;A8975;FT-0652773;D83126;EN300-224994

Chemical Property of 2-Amino-3-methylsuccinic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00395mmHg at 25°C
• Melting Point: 270-276 °C
• Boiling Point: 259.2 °C at 760 mmHg
• PKA: 2.31±0.27(Predicted)
• Flash Point: 110.6 °C
• PSA: 100.62000
• Density: 1.404 g/cm³
• LogP: -0.18070
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

DL-threo-β-Methylaspartic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(C(=O)O)N)C(=O)O

Technology Process of 2-Amino-3-methylsuccinic acid

There total 13 articles about 2-Amino-3-methylsuccinic 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: 65.0%

C7H13NO4 → β-methylaspartic acid (642-92-2,1114-07-4,2955-50-2,4846-45-1,5941-19-5,6061-13-8,6667-60-3,7298-96-6,31571-69-4,86562-29-0,121570-10-3,127001-58-5)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 24h;

DOI:10.1021/jo701461t

Reference yield: 3.0%

formic acid (64-18-6) + 2-amino-3-butenoic acid (56512-51-7) → Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 2-amino-3-methylbutanedioic acid (6667-60-3)

Guidance literature:

With hydrogen; oxygen; In water; for 2.5h;

DOI:10.1246/cl.1985.145

Reference yield:

C7H10O4HN3 → β-methylaspartic acid (642-92-2,1114-07-4,2955-50-2,4846-45-1,5941-19-5,6061-13-8,6667-60-3,7298-96-6,31571-69-4,86562-29-0,121570-10-3,127001-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.10 g / H₂ / Pd/C / methanol / 3 h

2: 65 percent / NaOH / H₂O / 24 h / 20 °C

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jo701461t

upstream raw materials:

Ethyl 2-bromopropionate

ethyl 2-acetamido-2-cyanoacetate

diethyl oxalpropionate

2-acetylaminomalonic acid diethyl ester

Downstream raw materials:

(+/-)-threo-2-benzyloxycarbonylamino-3-methyl-succinic acid

Mesaconic acid

(2S,3S)-2-Hydroxy-3-methyl-succinic acid

(2S,3S)-2-Hydroxy-3-methyl-succinic acid

Refernces

• 1、 Armstrong, Alan,Geldart, Stephen P.,Jenner, Chloe R.,Scutt, James N.. "Organocatalytic synthesis of β-alkylaspartates via β-lactone ring opening". . p. 8091 - 8094. Retrieved 2008/02/13.
• 2、 Mori, Kenji,Nomi, Hiroko,Chuman, Tatsuji,Kohno, Masahiro,Kato, Kunio,Noguchi, Masao. "SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF SERRICORNIN ". . p. 3705 - 3712. Retrieved 2007/10/02.