1-Aminoethylphosphonic acid

Base Information

• Chemical Name: 1-Aminoethylphosphonic acid
• CAS No.: 6323-97-3
• Molecular Formula: C2H8NO3P
• Molecular Weight: 125.064
• Hs Code.: 29310099
• European Community (EC) Number: 633-113-4
• NSC Number: 30077
• UNII: W5P74040W1
• DSSTox Substance ID: DTXSID101346480
• Nikkaji Number: J81.190D
• Wikidata: Q27292350
• ChEMBL ID: CHEMBL296494
• Mol file: 6323-97-3.mol

Synonyms:1-(aminoethyl)phosphonic acid;1-(aminoethyl)phosphonic acid, (+-)-isomer;1-(aminoethyl)phosphonic acid, (R)-isomer;1-(aminoethyl)phosphonic acid, (S)-isomer;1-aminoethylphosphonic acid;alanine phosphonate

Chemical Property of 1-Aminoethylphosphonic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 7.2E-05mmHg at 25°C
• Melting Point: 283-284 °C
• Boiling Point: 319.2 °C at 760 mmHg
• PKA: 0.90±0.10(Predicted)
• Flash Point: 146.9 °C
• PSA: 93.36000
• Density: 1.475 g/cm³
• LogP: 0.16910
• Water Solubility.: soluble
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 125.02418011
• Heavy Atom Count: 7
• Complexity: 97.1

Purity/Quality:

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

(1-Aminoethyl)phosphonic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CC(N)P(=O)(O)O
• Uses: (1-Aminoethyl)phosphonic Acid (cas# 6323-97-3) is used in the preparation of phosphonopeptides as antibacterial agents. It is also used in the preparation of phosphorus amino acid analogs as inhibitors of leucine aminopeptidase.

Technology Process of 1-Aminoethylphosphonic acid

There total 43 articles about 1-Aminoethylphosphonic 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: 98.0%

acetaldehyde (75-07-0,9002-91-9) → 1-aminoethanephosphonic acid (6323-97-3)

Guidance literature:

acetaldehyde; With triphenyl phosphite; acetic acid; monophenylthiourea; at 20 - 80 ℃; for 1.08333h;

With hydrogenchloride; acetic acid; for 24h; Reflux;

DOI:10.3390/molecules25071557

Reference yield: 96.0%

diethyl 1-aminoethylphosphonate (54788-35-1) → 1-aminoethanephosphonic acid (6323-97-3)

Guidance literature:

With methyloxirane; In ethanol;

DOI:10.1016/0040-4039(95)02171-X

Reference yield: 90.0%

(1-Amino-ethyl)-phosphonic acid; hydrobromide → 1-aminoethanephosphonic acid (6323-97-3)

Guidance literature:

With epichlorohydrin;

upstream raw materials:

diethyl 1-aminoethylphosphonate

methyl magnesium iodide

(diethoxyphosphoryl-ethylsulfanyl-methylene)-carbamic acid ethyl ester

ethyl 2-diethoxyphosphorylpropionate

Downstream raw materials:

DL-<1-(phthaloylamino)ethyl>-phosphonic acid

1-R-1-[(N-benzyloxycarbonyl-L-alanyl)amino]ethanephosphonic acid

[(S)-1-((S)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid

Tri-N,O,O-(trimethylsilyl)-1-aminoethylphosphonsaeure

Refernces

• 1、 Cypryk, Marek,Drabowicz, Jozef,Gostynski, Bartlomiej,Kudzin, Marcin H.,Kudzin, Zbigniew H,Urbaniak, Pawel. "1-(Acylamino)alkylphosphonic acids—alkaline deacylation". . . Retrieved 2018/04/16.
• 2、 Qian, Renzhe,Horak, Jeannie,Hammerschmidt, Friedrich. "Conversion of nitriles to 1-aminophosphonic acids and preparation of phosphahomocysteines of high enantiomeric excess". . p. 737 - 744. Retrieved 2017/06/05.