2-Benzylsuccinic acid

Base Information

• Chemical Name: 2-Benzylsuccinic acid
• CAS No.: 884-33-3
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.214
• Hs Code.: 2917399090
• European Community (EC) Number: 677-214-1,688-412-2
• NSC Number: 20708
• DSSTox Substance ID: DTXSID90859847
• Nikkaji Number: J80.002C
• Wikidata: Q27098354
• Pharos Ligand ID: 1BKFT1AJ7YTJ
• Metabolomics Workbench ID: 118229
• ChEMBL ID: CHEMBL151284
• Mol file: 884-33-3.mol

Synonyms:benzylsuccinic acid

Chemical Property of 2-Benzylsuccinic acid

Chemical Property:

• Melting Point: 161-163 °C
• Boiling Point: 331.4 °C at 760 mmHg
• PKA: 3.97±0.10(Predicted)
• Flash Point: 168.4 °C
• PSA: 74.60000
• Density: 1.29 g/cm³
• LogP: 1.40460
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

D,L-Benzylsuccinic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(CC(=O)O)C(=O)O
• Uses: An effective inhibitor of carboxypeptidase A.

Technology Process of 2-Benzylsuccinic acid

There total 102 articles about 2-Benzylsuccinic 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%

(S)-3-benzyl-4-((R)-4-benzyl-2-oxooxazolidin-3-yl)-4-oxobutanoic acid (1141895-98-8) → (2S)-benzylsuccinic acid (3972-36-9,884-33-3)

Guidance literature:

With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 ℃;

Reference yield: 98.8%

bis[(S)-3-methyl-2-phenylbutylammonium] (S)-2-benzylsuccinate → (2S)-benzylsuccinic acid (3972-36-9,884-33-3)

Guidance literature:

With sodium hydroxide; In water;

DOI:10.1021/op010081z

Reference yield: 97.0%

phenylmethyl 3-carboxy-2(S)-(phenylmethyl)-1-propanoate (140903-48-6) → (2S)-benzylsuccinic acid (3972-36-9,884-33-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h; Ambient temperature;

DOI:10.1039/a804660c

upstream raw materials:

3-phenyl-propane-1,2,2-tricarboxylic acid

2-Benzyl-4-oxopentanoic acid

trans-phenylitaconic acid

benzylmaleic acid

Downstream raw materials:

1-ethyl-3-(phenylmethyl)pyrrolidine-2,5-dione

3-benzyl-1-methylpyrrolidine-2,5-dione

(S)-2-Benzyl-succinic acid bis-(4-nitro-phenyl) ester

(S)-2-Benzyl-succinic acid 4-((1S,2R,6S,7R)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl) ester 1-((1R,2S,6R,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl) ester

Refernces

• 1、 Poklukar, Ga?per,Stephan, Michel,Mohar, Barbara. "Modular 1,1′-Ferrocenediyl-cored P-Stereogenic Diphosphines: ′′JDayPhos′′ Series and its Use in Rhodium(I)-Catalyzed Hydrogenation". . p. 2566 - 2570. Retrieved 2018/05/16.
• 2、 -. "A kind of improved mitiglinide industrial preparation method". Paragraph 0035; 0038. . Retrieved 2017/08/25.