(2S)-2-amino-4-chloropent-4-enoic acid

Base Information

• Chemical Name: (2S)-2-amino-4-chloropent-4-enoic acid
• CAS No.: 55528-30-8
• Molecular Formula: C5H8 Cl N O2
• Molecular Weight: 149.577
• DSSTox Substance ID: DTXSID60970871
• Nikkaji Number: J90.275F
• Wikidata: Q76100172
• Metabolomics Workbench ID: 50295
• Mol file: 55528-30-8.mol

Synonyms:2-amino-4-chloro-4-pentenoic acid;L-ACP

Chemical Property of (2S)-2-amino-4-chloropent-4-enoic acid

Chemical Property:

• Vapor Pressure: 0.00263mmHg at 25°C
• Boiling Point: 265.6°C at 760 mmHg
• PKA: 1.85±0.10(Predicted)
• Flash Point: 114.4°C
• PSA: 63.32000
• Density: 1.289g/cm³
• LogP: 1.24120
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 149.0243562
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2-amino-4-chloropent-4-enoic acid

There total 3 articles about (2S)-2-amino-4-chloropent-4-enoic 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:

L-lysine (56-87-1,3506-25-0) → L-2-amino-4-chloro-4-pentenoic acid (55528-30-8,5452-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium chloride / aq. buffer / 14 h / 18 °C / pH 7.6 / Enzymatic reaction

2: sodium chloride; ferrous ammonium sulphate; oxygen; glycine / aq. buffer / 0.25 h / 4 °C / pH 7.5 / Schlenk technique; Enzymatic reaction

With ferrous ammonium sulphate; oxygen; glycine; sodium chloride; In aq. buffer;

DOI:10.1021/jacs.1c11109

Reference yield:

4-chloro-L-lysine → L-2-amino-4-chloro-4-pentenoic acid (55528-30-8,5452-25-5)

Guidance literature:

With ferrous ammonium sulphate; oxygen; glycine; sodium chloride; In aq. buffer; at 4 ℃; for 0.25h; pH=7.5; Mechanism; Kinetics; Schlenk technique; Enzymatic reaction;

DOI:10.1021/jacs.1c11109

Reference yield:

→ L-2-amino-4-chloro-4-pentenoic acid (55528-30-8,5452-25-5)

Guidance literature:

DL-Saeure aus Acetamidomalonat u. 2,3-Dichlorpropan;

DOI:10.1016/S0040-4039(01)92048-9

upstream raw materials:

L-lysine

Downstream raw materials:

L-Norvaline

2-oxopent-4-enoic acid

Refernces