(S)-3-amino-5-phenylpentanoic acid

Base Information

• Chemical Name: (S)-3-amino-5-phenylpentanoic acid
• CAS No.: 1090904-04-3
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.299
• Mol file: 1090904-04-3.mol

Synonyms:(S)-3-amino-5-phenylpentanoic acid

Chemical Property of (S)-3-amino-5-phenylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-amino-5-phenylpentanoic acid

There total 2 articles about (S)-3-amino-5-phenylpentanoic 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: 47.0%

3-amino-5-phenyl-pentanoic acid ethyl ester (134420-70-5) → (S)-3-amino-5-phenylpentanoic acid (1090904-04-3) + (3R)-3-amino-5-phenylpentanoic acid (147228-37-3,218278-62-7)

Guidance literature:

With Burkholderia cepacia lipase; water; In di-isopropyl ether; at 45 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1039/b920731g

Reference yield:

3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-5-phenyl-pentanoic acid ethyl ester (142342-66-3) → (S)-3-amino-5-phenylpentanoic acid (1090904-04-3) + (R)-3-Amino-5-phenyl-pentanoic acid ethyl ester (142342-77-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 6750.5 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4039(00)78889-7

Reference yield:

(S)-3-amino-5-phenylpentanoic acid (1090904-04-3) → 3(S)-amino-5-phenylpentanoic acid hydrochloride (331846-97-0,331846-98-1)

Guidance literature:

With hydrogenchloride; water; for 7h; optical yield given as %ee; Reflux;

DOI:10.1039/b920731g

upstream raw materials:

3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-5-phenyl-pentanoic acid ethyl ester

3-amino-5-phenyl-pentanoic acid ethyl ester

Downstream raw materials:

3(S)-amino-5-phenylpentanoic acid hydrochloride

Refernces

• 1、 Andres, Celia,Gonzalez, Alfonso,Pedrosa, Rafael,Perez-Encabo, Alfonso. "Stereoselective ring opening of chiral oxazolidines by reformatsky reagents: An enantioselective entry to β-amino esters". . p. 2895 - 2898. Retrieved 2007/10/02.