(1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid

Base Information

• Chemical Name: (1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid
• CAS No.: 66254-56-6
• Molecular Formula: C4H12NO3P
• Molecular Weight: 153.118
• Hs Code.: 2931900090
• European Community (EC) Number: 633-165-8
• UNII: JB295061N4
• DSSTox Substance ID: DTXSID301245589
• Nikkaji Number: J550.870C
• Wikidata: Q27281408
• Mol file: 66254-56-6.mol

Synonyms:66254-56-6;(1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid;(R)-(1-amino-2-methylpropyl)phosphonic acid;[(1R)-1-amino-2-methylpropyl]phosphonic acid;JB295061N4;J550.870C;1-Amino-2-methylpropylphosphonic acid, (R)-;Phosphonic acid, ((1R)-1-amino-2-methylpropyl)-;Phosphonic acid, (1-amino-2-methylpropyl)-, (R)-;(r)-1-amino-2-methylpropylphosphonic acid;SCHEMBL2352061;UNII-JB295061N4;DGSLPJDIFKVSIB-SCSAIBSYSA-N;DTXSID301245589;(R)-alpha-Aminoisobutylphosphonic acid;(R)-(1-amino-2-methylpropyl)phosphonicacid;[(R)-1-Amino-2-methylpropyl]phosphonic acid;1-AMINO-2-METHYL-PROPYLPHOSPHONIC ACID;(R)-.ALPHA.-AMINOISOBUTYLPHOSPHONIC ACID;P-[(1R)-1-amino-2-methylpropyl]phosphonic acid;Q27281408;Phosphonic acid,[(1R)-1-amino-2-methylpropyl]-(9ci);(1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid, 98%

Chemical Property of (1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000223mmHg at 25°C
• Melting Point: 272-277 °C (lit.)
• Refractive Index: 1.486
• Boiling Point: 302.9 °C at 760 mmHg
• Flash Point: 137 °C
• PSA: 93.36000
• Density: 1.295 g/cm³
• LogP: 0.80520
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.05548024
• Heavy Atom Count: 9
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

(1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid 98% ^*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: CC(C)C(N)P(=O)(O)O
• Isomeric SMILES: CC(C)[C@H](N)P(=O)(O)O
• Uses: Serves as an attractive substitute for amino carboxylic acids in biological systems. Exhibits interesting and useful properties as peptide analog, antiviral agent, hapten for the generation of catalytic antibodies, enzyme inhibitors, potent antibiotics, herbicides, and pesticides.

Technology Process of (1R)-(+)-(1-Amino-2-methylpropyl)phosphonic acid

There total 6 articles about (1R)-(+)-(1-Amino-2-methylpropyl)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: 71.0%

(+)-(R)-(1-hydroxyamino-2-methylpropyl)phosphonic acid → l-(1-amino-2-methylpropyl)phosphonic acid (66254-55-5) + (R)-(1-amino-2-methylpropyl)phosphonic acid (66254-56-6)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 18h;

DOI:10.1002/hlca.19870700603

Reference yield: 45.0%

1-(N-phenylacetylamino)-2-methylpropylphosphonic acid → (S)-1-(N-phenylacetylamino)-2-methylpropylphosphonic acid + (R)-(1-amino-2-methylpropyl)phosphonic acid (66254-56-6)

Guidance literature:

With penicillin G acylase from Escherichia coli immobilized on mesoporous Santa Barbara Amorphous; In aq. phosphate buffer; at 25 ℃; for 144h; pH=7; stereospecific reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.tetasy.2016.11.007

Reference yield:

1-(N-phenylacetylamino)-2-methylpropylphosphonic acid → (S)-1-(N-phenylacetylamino)-2-methylpropylphosphonic acid + (R)-1-(N-phenylacetylamino)-2-methylpropylphosphonic acid + (R)-(1-amino-2-methylpropyl)phosphonic acid (66254-56-6)

Guidance literature:

With penicillin G acylase from Escherichia coli; In aq. phosphate buffer; at 25 ℃; for 48h; pH=7; enantioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1016/j.molcatb.2016.05.011

upstream raw materials:

tris(trimethylsilyl) phosphite

(1-amino-2-methylpropyl)phosphonic acid

(-)-1-amino-2-methylpropylphosphonous acid

Refernces

• 1、 Zielińska, Katarzyna,Mazurkiewicz, Roman,Szymańska, Katarzyna,Jarz?bski, Andrzej,Magiera, Sylwia,Erfurt, Karol. "Penicillin G acylase-mediated kinetic resolution of racemic 1-(N-acylamino)alkylphosphonic and 1-(N-acylamino)alkylphosphinic acids and their esters". . p. 31 - 40. Retrieved 2016/07/19.
• 2、 Huber, Rolf,Vasella, Andrea. "133. Nucleophilic Additions to N-Glycosylnitrones. Part IV. Asymmetric Synthesis of N-Hydroxy-α-aminophosphonic and α-Aminophosphonic Acids". . p. 1461 - 1476. Retrieved 2007/10/02.