(3R,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid

Base Information

• Chemical Name: (3R,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid
• CAS No.: 153061-61-1
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.245
• Mol file: 153061-61-1.mol

Synonyms:

Chemical Property of (3R,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid

There total 35 articles about (3R,4S)-4-amino-3-hydroxy-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: 99.0%

(3S,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid (390377-67-0) → (3S,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid (72155-50-1,153061-61-1)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In methanol; water; for 22h;

DOI:10.1016/S0040-4020(01)00804-3

Reference yield: 97.0%

(3R,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoic acid (390377-68-1) → (3R,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid (72155-51-2,153061-61-1)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In methanol; water; for 26h;

DOI:10.1016/S0040-4020(01)00804-3

Reference yield: 86.0%

tert-butyl (3R,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoate (390377-29-4) → (3R,4S)-4-amino-3-hydroxy-5-phenylpentanoic acid (72155-51-2,153061-61-1)

Guidance literature:

tert-butyl (3R,4S)-4-(N,N-dibenzylamino)-3-hydroxy-5-phenylpentanoate; With trifluoroacetic acid; In dichloromethane;

With palladium on activated charcoal; hydrogen; In methanol;

DOI:10.1039/c5ra20976e

upstream raw materials:

(3S,4S)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenylpentanoic acid

methyl (4S,5S)-4-benzyl-2-oxooxazolidine-5-acetate

(3S,4S)-3-hydroxy-5-phenyl-4-(N-tosylamino)pentanoic acid

(+)-(4S,5S)-5-benzyl-4-[(1R)-1-(2,4,6-triisopropylphenyl)ethoxy]-2-pyrrolidinone

Refernces

• 1、 Li, Xiang,Li, Yu-Lei,Chen, Yan,Zou, Yan,Zhuo, Xiao-Bin,Wu, Qiu-Ye,Zhao, Qing-Jie,Hu, Hong-Gang. "A silver-promoted solid-phase guanidylation process enables the first total synthesis of stictamide A". . p. 94654 - 94657. Retrieved 2015/11/24.
• 2、 Meloni, Marco Massimiliano,Taddei, Maurizio. "Solid-Phase Synthesis of β-Lactams via the Miller Hydroxamate Approach". . p. 337 - 340. Retrieved 2007/10/03.