(L,D)-1-(N-phenylacetylamino)ethylphosphonic acid

Base Information

• Chemical Name: (L,D)-1-(N-phenylacetylamino)ethylphosphonic acid
• CAS No.: 81069-92-3
• Molecular Formula: C₁₀H₁₄NO₄P
• Molecular Weight: 243.199
• Mol file: 81069-92-3.mol

Synonyms:(L,D)-1-(N-phenylacetylamino)ethylphosphonic acid

Chemical Property of (L,D)-1-(N-phenylacetylamino)ethylphosphonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (L,D)-1-(N-phenylacetylamino)ethylphosphonic acid

There total 8 articles about (L,D)-1-(N-phenylacetylamino)ethylphosphonic 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: 97.0%

1-(N-phenylacetylamino)ethylphosphonic acid dimethyl ester (145728-52-5) → (L,D)-1-(N-phenylacetylamino)ethylphosphonic acid (81069-92-3)

Guidance literature:

With hydrogenchloride; water; for 2h; Reflux;

DOI:10.1016/j.molcatb.2016.05.011

Reference yield: 83.0%

1-(N-Phenylacetylamino)ethylphosphonic acid diisopropyl ester (135362-53-7) → (L,D)-1-(N-phenylacetylamino)ethylphosphonic acid (81069-92-3)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; 1.) RT, 2 h, 2.) reflux, 2 h;

Reference yield: 78.0%

(L,D)-1-(N-phenylacetylamino)ethylphosphonic acid (81069-92-3) → (L)-1-aminoethylphosphonic acid (6323-97-3,16606-65-8,60687-36-7,66068-76-6) + (D)-1-(N-phenylacetylamino)ethylphosphonic acid (79879-28-0,81069-92-3,130325-36-9,130325-37-0)

Guidance literature:

With potassium hydroxide; phosphate buffer; In water; for 2h; Ambient temperature; penicillin acylase (EC 3.5.1.11), pH 6.8-7.0;

DOI:10.1016/S0040-4020(01)86439-5

upstream raw materials:

1-(N-Phenylacetylamino)ethylphosphonic acid diisopropyl ester

phenylacetyl chloride

N-phenylacetylalanine

1-(N-phenylacetylamino)ethylphosphonic acid dimethyl ester

Downstream raw materials:

(L)-1-aminoethylphosphonic acid

(D)-1-(N-phenylacetylamino)ethylphosphonic acid

(S)-1-(N-phenylacetylamino)ethylphosphonic acid

(D)-1-aminoethylphosphonic acid

Refernces

• 1、 Solodenko, V. A.,Kasheva, T. N.,Mironenko, D. A.,Kozlova, E. V.,Shvyadas, V. K.,Kukhar, V. P.. "SYNTHESIS OF DERIVATIVES OF 1-AMINOETHYLPHOSPHONIC AND 1-AMINOETHYLPHOSPHINIC ACIDS AS SUBSTRATES FOR PENICILLINACYLASES". . p. 1209 - 1215. Retrieved 2007/10/02.