(S)-3-AMino-3-(4-hydroxyphenyl)-propionic acid

Base Information

• Chemical Name: (S)-3-AMino-3-(4-hydroxyphenyl)-propionic acid
• CAS No.: 152786-27-1
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Mol file: 152786-27-1.mol

Synonyms:(S)-b-Amino-4-hydroxybenzenepropanoic acid

Chemical Property of (S)-3-AMino-3-(4-hydroxyphenyl)-propionic acid

Chemical Property:

• Boiling Point: 378.7±32.0 °C(Predicted)
• PKA: 3.76±0.10(Predicted)
• PSA: 83.55000
• Density: 1.329±0.06 g/cm3(Predicted)
• LogP: 1.56700
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Benzenepropanoicacid,?-amino-4-hydroxy-,(?S)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-AMino-3-(4-hydroxyphenyl)-propionic acid

There total 10 articles about (S)-3-AMino-3-(4-hydroxyphenyl)-propionic 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: 98.0%

(S)-3-amino-3-(4-hydroxyphenyl)propionic acid tert-butyl ester (166023-24-1) → (S)-3-amino-3-(4-hydroxyphenyl)propanoic acid (152786-27-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.tetasy.2007.06.008

Reference yield:

(S)-3-Boc-amino-3-(4-hydroxyphenyl)-propanoic acid (499995-80-1) → (S)-3-amino-3-(4-hydroxyphenyl)propanoic acid (152786-27-1)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 2h;

Reference yield:

benzyl (αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-(4-benzyloxyphenyl)propanoate → (R)-3-amino-3-(4-hydroxyphenyl)propanoic acid (73025-68-0) + (S)-3-amino-3-(4-hydroxyphenyl)propanoic acid (152786-27-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; under 3800 Torr; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2006.05.008

upstream raw materials:

L-tyrosine

(S)-3-amino-3-(4-hydroxyphenyl)propionic acid tert-butyl ester

tert-butyl (E)-3-(4-benzyloxyphenyl)propenoate

tert-butyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-(4-benzyloxyphenyl)propanoate

Downstream raw materials:

methyl (3S)-3-amino-3-(4-hydroxyphenyl)propanoate

Refernces

• 1、 Christenson, Steven D.,Liu, Wen,Toney, Michael D.,Shen, Ben. "A novel 4-methylideneimidazole-5-one-containing tyrosine aminomutase in enediyne antitumor antibiotic C-1027 biosynthesis". . p. 6062 - 6063. Retrieved 2003.
• 2、 Davies, Stephen G.,Mulvaney, Andrew W.,Russell, Angela J.,Smith, Andrew D.. "Parallel synthesis of homochiral β-amino acids". . p. 1554 - 1566. Retrieved 2008/02/09.