Alafosfalin

Base Information

• Chemical Name: Alafosfalin
• CAS No.: 60668-24-8
• Molecular Formula: C5H13 N2 O4 P
• Molecular Weight: 196.143
• Hs Code.: 2931900090
• European Community (EC) Number: 262-362-8
• UNII: 0M8OM373BS
• DSSTox Substance ID: DTXSID6046393
• Nikkaji Number: J17.951E
• Wikipedia: Alafosfalin
• Wikidata: Q15633923
• NCI Thesaurus Code: C74137
• Metabolomics Workbench ID: 144339
• ChEMBL ID: CHEMBL3989665
• Mol file: 60668-24-8.mol

Synonyms:alafosfalin;alaphosphin;alaphosphin monohydrobromide;alaphosphin, (R-(R*,S*))-isomer;alaphosphin, (S-(R*,R*))-isomer;Ro 03-7008

Chemical Property of Alafosfalin

Chemical Property:

• Melting Point: 295-296° (dec)
• PKA: 2.60±0.10(Predicted)
• PSA: 125.45000
• Density: 1.395g/cm³
• LogP: 0.76750
• Storage Temp.: 2-8°C
• XLogP3: -4.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 196.06129390
• Heavy Atom Count: 12
• Complexity: 214

Purity/Quality:

98%Min ^*data from raw suppliers

L-Alanyl-L-1-aminoethylphosphonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 4801790
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)NC(C)P(=O)(O)O)N
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)P(=O)(O)O)N
• Uses: L-Alanyl-L-1-aminoethylphosphonic acid is an antibacterial agent.
• Therapeutic Function: Antibacterial

Technology Process of Alafosfalin

There total 16 articles about Alafosfalin 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%

1R-1-(L-alanylamino)-ethanephosphonous acid + mercury (II) chloride (7487-94-7) → (1R)-1-(L-alanylamino)-ethylphosphonic acid (60668-24-8)

Guidance literature:

In water;

Reference yield: 70.0%

tert-butyl ((S)-1-(((R)-1-(diethoxyphosphoryl)ethyl)amino)-1-oxopropan-2-yl)carbamate (153413-60-6) → (1R)-1-(L-alanylamino)-ethylphosphonic acid (60668-24-8)

Guidance literature:

With hydrogen bromide; acetic acid;

DOI:10.1002/ejoc.200800208

Reference yield: 60.0%

[1-((S)-2-Benzyloxycarbonylamino-propionylamino)-ethyl]-phosphonic acid diisopropyl ester (126306-90-9,126306-91-0) → alafosfalin (54772-83-7,54788-43-1,60668-24-8,66023-94-7,81130-85-0,81130-93-0,98857-06-8)

Guidance literature:

With hydrogen bromide; In acetic acid;

DOI:10.1016/S0040-4039(01)93388-X

upstream raw materials:

diethyl N-benzyloxycarbonyl-D-alanyl-1-aminoethylphosphonate

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

<1-(alanylamino)ethyl>phosphonic acid

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

Refernces

• 1、 Coeffard, Vincent,Beaudet, Isabelle,Evain, Michel,Le Grognec, Erwan,Quintard, Jean-Paul. "Preparation and transmetallation of enantioenriched α- aminoorganostannanes derived from N-boc phenylglycinol: Application to the synthesis of alafosfalin". experimental part. p. 3344 - 3351. Retrieved 2009/04/06.
• 2、 Solodenko,Kasheva,Kukhar. "Preparation of N-acylated phosphonopeptides with free phosphonic group". . p. 1631 - 1641. Retrieved 2007/10/02.