(1S)-(+)-(1-Aminopropyl)phosphonic acid

Base Information

• Chemical Name: (1S)-(+)-(1-Aminopropyl)phosphonic acid
• CAS No.: 98048-99-8
• Molecular Formula: C₃H₁₀NO₃P
• Molecular Weight: 139.091
• Hs Code.: 2931900090
• European Community (EC) Number: 633-694-4
• UNII: WND449NJ8R
• DSSTox Substance ID: DTXSID801281924
• Nikkaji Number: J744.754J
• Wikidata: Q27292736
• Mol file: 98048-99-8.mol

Synonyms:98048-99-8;(1S)-(+)-(1-Aminopropyl)phosphonic acid;[(1S)-1-aminopropyl]phosphonic acid;Ampropylfos, (S)-;Ampropylfos, (+)-;(S)-(1-Aminopropyl)phosphonic acid;WND449NJ8R;Phosphonic acid, P-((1S)-1-aminopropyl)-;UNII-WND449NJ8R;(S)-ampropylfos;(S)-1-aminopropylphosphonic acid;SCHEMBL4450748;DTXSID801281924;[(S)-1-Aminopropyl]phosphonic acid;(1S)-(1-aminopropyl)phosphonic acid;AKOS017343444;Phosphonic acid, [(1S)-1-aminopropyl]-;(1S)-(+)-(1-Aminopropyl)phosphonic acid, 98%;Q27292736

Chemical Property of (1S)-(+)-(1-Aminopropyl)phosphonic acid

Chemical Property:

• Vapor Pressure: 0.00012mmHg at 25°C
• Melting Point: 265-269oC(lit.)
• Boiling Point: 311.9oC at 760 mmHg
• Flash Point: 142.4oC
• PSA: 93.36000
• Density: 1.373g/cm3
• LogP: 0.55920
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 139.03983018
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

99.3% ^*data from raw suppliers

(1S)-(+)-(1-AMINOPROPYL)PHOSPHONIC ACID 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (1S)-(+)-(1-Aminopropyl)phosphonic acid

There total 6 articles about (1S)-(+)-(1-Aminopropyl)phosphonic 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:

C10H16NO3PS*ClH → (S)-(1-aminopropyl)phosphonic acid (98048-99-8)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 21h;

DOI:10.1080/10426507.2017.1284844

Reference yield:

(3aR,7aR)-2-propyl-<3a,4,5,6,7,7a-octahydro-1,3-dimethyl-1,3,2-benzodiazaphosphole>-2-oxide (146098-97-7) → (S)-(1-aminopropyl)phosphonic acid (98048-99-8) + (R)-(-)-1-aminopropylphosphonic acid (98049-00-4)

Guidance literature:

With hydrogenchloride; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; platinum(IV) oxide; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 30 min, 2.) H₂O, 25 deg C, 3.) EtOAc, RT, 1 h;

DOI:10.1055/s-1994-25679

Reference yield:

dimethyl 1-aminopropylphosphonate (97147-68-7) → (S)-(1-aminopropyl)phosphonic acid (98048-99-8) + (R)-(-)-1-aminopropylphosphonic acid (98049-00-4)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) reflux, 2.) EtOH, methyloxirane;

DOI:10.1016/S0040-4039(00)60023-0

upstream raw materials:

dimethyl 1-aminopropylphosphonate

((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-ylmethyl)-[1,3]dithiolan-2-ylidene-amine

ethyl iodide

(3aR,7aR)-2-propyl-<3a,4,5,6,7,7a-octahydro-1,3-dimethyl-1,3,2-benzodiazaphosphole>-2-oxide

Refernces

• 1、 Maury, Catherine,Gharbaoui, Tawfik,Royer, Jacques,Husson, Henri-Philippe. "Asymmetric synthesis of α-amino phosphonic acids by diastereoselective addition of trimethyl phosphite onto chiral oxazolidines". . p. 3687 - 3693. Retrieved 2007/10/03.
• 2、 Maury,Royer,Husson. "A simple and general method for the asymmetric synthesis of α-aminophosphonic acids". . p. 6127 - 6130. Retrieved 2007/10/02.