N-(Diphenylphosphoryl)-L-phenylalanine

Base Information

• Chemical Name: N-(Diphenylphosphoryl)-L-phenylalanine
• CAS No.: 62056-93-3
• Molecular Formula: C21H20NO3P
• Molecular Weight: 365.368
• DSSTox Substance ID: DTXSID40578859
• Wikidata: Q82469191
• Mol file: 62056-93-3.mol

Synonyms:62056-93-3;N-(Diphenylphosphoryl)-L-phenylalanine;DTXSID40578859;(S)-2-((Diphenylphosphoryl)amino)-3-phenylpropanoic acid

Chemical Property of N-(Diphenylphosphoryl)-L-phenylalanine

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 365.11808050
• Heavy Atom Count: 26
• Complexity: 470

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NP(=O)(C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)O)NP(=O)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of N-(Diphenylphosphoryl)-L-phenylalanine

There total 5 articles about N-(Diphenylphosphoryl)-L-phenylalanine 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: 95.0%

(S)-N-diphenylphosphinyl-phenylalanine methyl ester (93627-77-1) → C21H20NO3P (62056-93-3)

Guidance literature:

(S)-N-diphenylphosphinyl-phenylalanine methyl ester; With lithium hydroxide monohydrate; In methanol; water; at 0 - 20 ℃;

With hydrogenchloride; In methanol; water; at 20 ℃;

DOI:10.3987/COM-14-S(K)25

Reference yield: 88.0%

(S)-N-diphenylphosphinyl-phenylalanine methyl ester (93627-77-1) → Nα-diphenylphosphinoylphenylalanine (62056-93-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 0.666667h; Ambient temperature;

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → Nα-diphenylphosphinoylphenylalanine (62056-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 18 h / Ambient temperature

2: aq. sodium hydroxide / tetrahydrofuran / 0.5 h / Ambient temperature

With sodium hydroxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(98)00474-8

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Diphenylphosphinic chloride

(S)-N-diphenylphosphinyl-phenylalanine methyl ester

Downstream raw materials:

phenylalanylphenylalanylvalylphenylalanine amide hydrochloride

N_α-diphenylphosphinoylphenylalanylphenylalanylvalylphenylalanine amide

phenylalanylvalylphenylalanine amide hydrochloride

N_α-diphenylphosphinoylphenylalanylvalylphenylalanine amide