Bialaphos

Base Information

• Chemical Name: Bialaphos
• CAS No.: 35597-43-4
• Deprecated CAS: 41033-52-7,51426-24-5,52219-69-9,52934-67-5,51426-24-5,52219-69-9,52934-67-5
• Molecular Formula: C₁₁H₂₂N₃O₆P
• Molecular Weight: 323.286
• European Community (EC) Number: 609-147-0,629-821-8
• UNII: 7488PCM6I2
• DSSTox Substance ID: DTXSID5058066
• Nikkaji Number: J17.889F
• Wikipedia: Bialaphos
• Wikidata: Q855280
• Metabolomics Workbench ID: 70656
• Mol file: 35597-43-4.mol

Synonyms:antibiotic SF 1293;bialaphos;phosphinothricyl-Ala-Ala;phosphinothricylalanylalanine;phospinothricyl-alanyl-alanine;SF 1293;SF-1293

Chemical Property of Bialaphos

Chemical Property:

• Vapor Pressure: 1.32E-27mmHg at 25°C
• Melting Point: 159-161 C
• Refractive Index: 1.517
• Boiling Point: 793.2 °C at 760 mmHg
• PKA: 2.86±0.50(Predicted)
• Flash Point: 433.5 °C
• PSA: 182.29000
• Density: 1.33 g/cm³
• LogP: -0.21060
• Storage Temp.: Store dry at -4
• XLogP3: -4.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 323.12462243
• Heavy Atom Count: 21
• Complexity: 455

Purity/Quality:

98%,99%, ^*data from raw suppliers

BIALOPHOS 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCP(=O)(C)O)N
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCP(=O)(C)O)N
• Description: Bilanofos is a natural product formed during the fermentation of Streptomyces hygroscopicus. It is readily soluble in water and insoluble in organic solvents such as acetone, ethanol, benzene, and hexane (9).Bilanophos is a GS inhibitor. In the plant, bilanofos is metabolized to L-glufosinate, which inhibits the enzyme GS. Ammonium ions rapidly accumulate in the plant, and photosynthesis is inhibited, leading to rapid death of the plant. It is inactivated in soil.

Technology Process of Bialaphos

There total 11 articles about Bialaphos 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)-2-{(S)-2-[2-Amino-4-(ethoxy-methyl-phosphinoyl)-butyrylamino]-propionylamino}-propionic acid (120979-32-0,121795-08-2) → γ--D-α-aminobutyryl-L-alanyl-L-alanine (35597-43-4,53861-33-9,121795-09-3)

Guidance literature:

With phosphodiesterase I; In water; at 37 ℃; for 6h; pH 8.8;

Reference yield: 100.0%

(S)-2-{(S)-2-[2-Amino-4-(ethoxy-methyl-phosphinoyl)-butyrylamino]-propionylamino}-propionic acid (120979-32-0,121795-08-2) → γ--L-α-aminobutyryl-L-alanyl-L-alanine (35597-43-4,53861-33-9,121795-09-3)

Guidance literature:

With phosphodiesterase I; In water; at 37 ℃; for 6h; pH 8.8;

Reference yield: 100.0%

N-L-(2-methyl-2-oxo-1,2-azaphospholidin-5-ylcarbonyl)-L-alanyl-L-alanine ethyl ester (120979-33-1) → γ--L-α-aminobutyryl-L-alanyl-L-alanine (35597-43-4,53861-33-9,121795-09-3)

Guidance literature:

With hydrogenchloride; at 35 - 40 ℃; time 30 - 60 min;

upstream raw materials:

(S)-2-{(S)-2-[2-Amino-4-(ethoxy-methyl-phosphinoyl)-butyrylamino]-propionylamino}-propionic acid

L-alanyl-L-alanine ethyl ester

2-tert-Butoxycarbonylamino-4-(ethoxy-methyl-phosphinoyl)-butyric acid 2,4,5-trichloro-phenyl ester

(S)-2-{(S)-2-[2-tert-Butoxycarbonylamino-4-(ethoxy-methyl-phosphinoyl)-butyrylamino]-propionylamino}-propionic acid ethyl ester

Downstream raw materials:

(S)-2-[2-Amino-4-(hydroxy-methyl-phosphinoyl)-butyrylamino]-propionic acid

Refernces