(4R)-4-amino-5-phenylpentanoic acid

Base Information

• Chemical Name: (4R)-4-amino-5-phenylpentanoic acid
• CAS No.: 63328-06-3
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• Mol file: 63328-06-3.mol

Synonyms:(4R)-4-amino-5-phenylpentanoic acid

Chemical Property of (4R)-4-amino-5-phenylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4R)-4-amino-5-phenylpentanoic acid

There total 16 articles about (4R)-4-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: 95.0%

ethyl (4R)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-phenylpentanoate (952661-05-1) → (4R)-4-amino-5-phenylpentanoic acid (63328-06-3,916198-97-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 15h; Heating;

DOI:10.1021/jo071081l

Reference yield: 90.0%

(S,E)-benzyl 4-(benzyloxycarbonylamino)-5-phenylpent-2-enoate → (4R)-4-amino-5-phenylpentanoic acid (63328-06-3,916198-97-5)

Guidance literature:

With palladium on carbon; hydrogen; acetic acid; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2ob26805a

Reference yield:

(R)-4-Benzyloxycarbonylamino-5-phenyl-valeriansaeure (65985-82-2) → (4R)-4-amino-5-phenylpentanoic acid (63328-06-3,916198-97-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1002/hlca.19770600826

upstream raw materials:

(2S)-O-(p-toluenesulfonyl)-N-(p-toluenesulfonyl)phenylalaninol

diethyl malonate

(R)-4-Benzyloxycarbonylamino-5-phenyl-valeriansaeure

ethyl (4R)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-5-phenylpentanoate

Downstream raw materials:

(R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-phenylpentanoic acid

Ac-(Aib-γ⁴Phe)₃-Aib-NH2

Ac-(L-Ala-γ⁴Phe)₃-L-Ala-NH2

Refernces

• 1、 Jadhav, Sandip V.,Bandyopadhyay, Anupam,Gopi, Hosahudya N.. "Protein secondary structure mimetics: Crystal conformations of α/γ4-hybrid peptide12-helices with proteinogenic side chains and their analogy with α- And β-peptide helices". supporting information. p. 509 - 514. Retrieved 2013/03/14.
• 2、 Buchschacher,Cassal,Furst,Meier. "Contribution to the asymmetric synthesis of bicyclic compounds catalysed by optically active amino acids. Synthesis of (S)-2-pyrrolidinepropionic acid and (R)-4-amino-5-phenylvaleric acid". . p. 2747 - 2755. Retrieved 2007/10/06.