Alaphosphin

Base Information

• Chemical Name: Alaphosphin
• CAS No.: 54788-43-1
• Molecular Formula: C₅H₁₃N₂O₄P
• Molecular Weight: 196.143
• NSC Number: 312628
• DSSTox Substance ID: DTXSID90860756
• ChEMBL ID: CHEMBL70855
• Mol file: 54788-43-1.mol

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

Chemical Property of Alaphosphin

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 1.395g/cm³
• LogP: 0.00000
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)NC(C)P(=O)(O)O)N

Technology Process of Alaphosphin

There total 3 articles about Alaphosphin 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: 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

Reference yield:

diethyl N-benzyloxycarbonyl-D-alanyl-1-aminoethylphosphonate (54788-36-2,113719-00-9,126306-89-6) → N-D-alanyl-1-aminoethylphosphonic acid (54772-83-7,54788-43-1,60668-24-8,66023-94-7,81130-85-0,81130-93-0,98857-06-8)

Guidance literature:

Multistep reaction; (i) aq. HBr, AcOH, (ii) Ag₂O, H₂O;

DOI:10.1021/jm00235a024

Reference yield:

[1-((R)-2-Amino-propionylamino)-ethyl]-phosphonic acid diethyl ester; hydrobromide → N-D-alanyl-1-aminoethylphosphonic acid (54772-83-7,54788-43-1,60668-24-8,66023-94-7,81130-85-0,81130-93-0,98857-06-8)

Guidance literature:

With silver(l) oxide; In water; for 0.5h; Yield given;

DOI:10.1248/cpb.28.1320

upstream raw materials:

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

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