(S)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID

Base Information

• Chemical Name: (S)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID
• CAS No.: 54732-46-6
• Molecular Formula: C9H11 N O3 . Cl H
• Molecular Weight: 217.652
• Hs Code.: 2922509090
• Mol file: 54732-46-6.mol

Synonyms:Benzenepropanoicacid, b-amino-4-hydroxy-, hydrochloride,(S)-; Benzenepropanoic acid, b-amino-4-hydroxy-, hydrochloride, (bS)- (9CI); D-b-Tyrosine hydrochloride

Chemical Property of (S)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID

Chemical Property:

• PSA: 83.55000
• LogP: 2.36900
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-3-Amino-3-(4-hydroxyphenyl)propanoicacidhydrochloride 95+% ^*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-HYDROXY-PHENYL)-PROPIONIC ACID

There total 4 articles about (S)-3-AMINO-3-(4-HYDROXY-PHENYL)-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: 100.0%

methyl (3S)-3-amino-3-(4-hydroxyphenyl)propanoate (177966-65-3) → (S)-β-tyrosine hydrochloride (54732-46-6)

Guidance literature:

With hydrogenchloride; for 16h; Heating;

DOI:10.1016/S0957-4166(00)82354-X

Reference yield:

(E)-methyl 3-(4-(benzyloxy)phenyl)acrylate (84184-51-0) → (S)-β-tyrosine hydrochloride (54732-46-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuLi / 1.) hexane, THF, 0 deg C, 15 min, 2.) -78 deg C, 15 min

2: 100 percent / H₂, acetic acid / 20percent Pd(OH)2/C / methanol; H₂O / 18 h / 20 °C / 760 Torr

3: 100 percent / aq. HCl / 16 h / Heating

With hydrogenchloride; n-butyllithium; hydrogen; acetic acid; palladium dihydroxide; In methanol; water;

DOI:10.1016/S0957-4166(00)82354-X

Reference yield:

methyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-(4-benzyloxyphenyl)propanoate (134430-95-8) → (S)-β-tyrosine hydrochloride (54732-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂, acetic acid / 20percent Pd(OH)2/C / methanol; H₂O / 18 h / 20 °C / 760 Torr

2: 100 percent / aq. HCl / 16 h / Heating

With hydrogenchloride; hydrogen; acetic acid; palladium dihydroxide; In methanol; water;

DOI:10.1016/S0957-4166(00)82354-X

upstream raw materials:

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

(S)-β-tyrosine methyl ester hydrochloride

(E)-methyl 3-(4-(benzyloxy)phenyl)acrylate

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

Refernces

• 1、 Davies, Stephen G.,Ichihara, Osamu. "ASYMMETRIC SYNTHESIS OF R-β-AMINO BUTANOIC ACID AND S-β-TYROSINE: HOMOCHIRAL LITHIUM AMIDE EQUIVALENTS FOR MICHAEL ADDITIONS TO α,β-UNSATURATED ESTERS.". . p. 183 - 186. Retrieved 2007/10/02.