[(Benzylamino)-phenylmethyl]phosphonic acid

Base Information

• Chemical Name: [(Benzylamino)-phenylmethyl]phosphonic acid
• CAS No.: 25881-35-0
• Molecular Formula: C14H16NO3P
• Molecular Weight: 277.26
• ChEMBL ID: CHEMBL498632
• DSSTox Substance ID: DTXSID70403605
• Nikkaji Number: J1.867.590K
• Pharos Ligand ID: CJS931UC7N2H
• Mol file: 25881-35-0.mol

Synonyms:alpha-benzylaminobenzylphosphonic acid;BABPA cpd

Chemical Property of [(Benzylamino)-phenylmethyl]phosphonic acid

Chemical Property:

• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 277.08678037
• Heavy Atom Count: 19
• Complexity: 306

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(C2=CC=CC=C2)P(=O)(O)O

Technology Process of [(Benzylamino)-phenylmethyl]phosphonic acid

There total 15 articles about [(Benzylamino)-phenylmethyl]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: 93.0%

diethyl 1-(N-benzylamino)-1-phenylmethylphosphonate (63000-01-1) → (R,S)-<α-(Benzylamino)benzyl>phosphonsaeure (25881-35-0)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃; for 12h; Green chemistry;

DOI:10.1080/10426507.2017.1308934

Reference yield: 78.0%

tris(trimethylsilyl) phosphite (1795-31-9) + benzaldehyde (100-52-7) + benzylamine (100-46-9) → (R,S)-<α-(Benzylamino)benzyl>phosphonsaeure (25881-35-0)

Guidance literature:

With chloro-trimethyl-silane; In acetonitrile; at 20 ℃; for 2h; Sonication;

DOI:10.1055/s-0033-1341064

Reference yield: 46.0%

(R,S)-<α-benzyl>phosphonsaeure-diethylester (152879-31-7) → (R,S)-<α-(Benzylamino)benzyl>phosphonsaeure (25881-35-0)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 6h; Heating;

upstream raw materials:

N-benzylidene benzylamine

(R,S)-<α-benzyl>phosphonsaeure-diethylester

diethyl 1-(N-benzylamino)-1-phenylmethylphosphonate

benzaldehyde

Downstream raw materials:

1-amino-1-phenylmethylphosphonic acid