(R)-alpha-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (>98%, >98%ee)

Base Information

• Chemical Name: (R)-alpha-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (>98%, >98%ee)
• CAS No.: 672-86-6
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Mol file: 672-86-6.mol

Synonyms:(R)-alpha-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (>98%, >98%ee);alpha-methyl-D-tyrosine;

Chemical Property of (R)-alpha-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (>98%, >98%ee)

Chemical Property:

• Boiling Point: 383.7 °C at 760 mmHg
• Flash Point: 185.9 °C
• PSA: 83.55000
• Density: 1.283 g/cm³
• LogP: 1.43700
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-2-Amino-3-(4-hydroxyphenyl)-2-methylpropanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 22-38-40-48/20/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-alpha-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (>98%, >98%ee)

There total 6 articles about (R)-alpha-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (>98%, >98%ee) 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: 96.0%

(R)-N2-benzoyl-O4',2-dimethyltyrosine → α-methyl-p-tyrosine (672-86-6,5380-13-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 4h;

DOI:10.1002/hlca.19950780613

Reference yield: 30.0%

N-Chloroacetyl-α-methyltyrosine (121703-96-6) → L-methyltyrosine (672-87-7,5380-13-2) + α-methyl-p-tyrosine (672-86-6,5380-13-2) + N-Chloroacetyl-D-α-methyltyrosine (121704-37-8) + N-Chloroacetyl-L-α-methyltyrosine (121703-96-6,121704-37-8)

Guidance literature:

With potassium hydroxide; porcine kidney acylase I; Yields of byproduct given; pH 7.5-8.0;

DOI:10.1021/ja00198a055

Reference yield:

2-amino-3-(4-hydroxy-phenyl)-2-methyl-propionic acid (658-48-0,5380-13-2) → L-methyltyrosine (672-87-7,5380-13-2) + α-methyl-p-tyrosine (672-86-6,5380-13-2)

Guidance literature:

With Merck RP-18 WF₂₅₄S plates coated with N^τ-n-decyl-L-spinacine and Cu acetate; In ethanol; water; Resolution of racemate;

DOI:10.1002/chir.22324

upstream raw materials:

N-Chloroacetyl-α-methyltyrosine

2-amino-3-(4-hydroxy-phenyl)-2-methyl-propionic acid

4-methoxybenzyl methyl ketone

Downstream raw materials:

2-amino-3-(4-hydroxy-phenyl)-2-methyl-propionic acid

(S)-O-benzyl-α-methyltyrosine

Refernces

• 1、 Remelli, Maurizio,Faccini, Stefania,Conato, Chiara. "Chiral ligand-exchange resolution of underivatized amino acids on a dynamically modified stationary phase for RP-HPTLC". . p. 313 - 318. Retrieved 2014/06/09.
• 2、 Chenault, H. Keith,Dahmer, Juergen,Whitesides, George M.. "Kinetic Resolution of Unnatural and Rarely Occuring Amino Acids: Enantioselective Hydrolysis of N-Acyl Amino Acids Catalyzed by Acylase I". . p. 6354 - 6364. Retrieved 2007/10/02.