2-Amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid

Base Information

• Chemical Name: 2-Amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid
• CAS No.: 50897-30-8
• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.218
• Hs Code.: 2921490090
• European Community (EC) Number: 839-659-1
• Mol file: 50897-30-8.mol

Synonyms:2-Amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid;50897-30-8;MFCD09998363;2-Aminoestrone;SCHEMBL9322760;YEMITEDRQMFNKS-UHFFFAOYSA-N;AKOS015152395;PS-8007;CS-0260159;EN300-746291;2-Amino-3-hydroxy-3-(4-methoxyphenyl)propionic acid, beta-Hydroxy-O-methyl-DL-tyrosine, 4-(2-Amino-2-carboxy-1-hydroxyethyl)anisole

Chemical Property of 2-Amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid

Chemical Property:

• XLogP3: -2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 211.08445790
• Heavy Atom Count: 15
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-3-hydroxy-3-(4-methoxyphenyl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C(C(=O)O)N)O

Technology Process of 2-Amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid

There total 20 articles about 2-Amino-3-hydroxy-3-(4-methoxyphenyl)propanoic 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: 76.0%

(1R,3S,5S,8aS)-1,3-Bis-(4-methoxy-phenyl)-5-phenyl-tetrahydro-oxazolo[4,3-c][1,4]oxazin-8-one (208932-16-5) → 2-amino-3-hydroxy-3-(4-methoxy-phenyl)-propionic acid (50897-30-8)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium dihydroxide; In methanol; water; for 48h; under 3800 Torr;

DOI:10.1016/S0040-4020(98)00302-0

Reference yield: 60.0%

C12H15NO5 → C12H15NO5 + (2R,3R)-2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid (32721-76-9,32721-77-0,50897-30-8,55820-16-1,57029-96-6,121843-24-1,132073-56-4)

Guidance literature:

With D-aminoacylase from Escherichia coli; cobalt(II) chloride; sodium hydroxide; In water; at 37 ℃; for 36h; pH=7; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/ejoc.201402470

Reference yield: 23.0%

4-methoxy-benzaldehyde (123-11-5) + glycine (56-40-6,18875-39-3,25718-94-9) → 2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoic acid (32721-76-9,32721-77-0,50897-30-8,55820-16-1,57029-96-6,121843-24-1,132073-56-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; diastereoselective reaction;

DOI:10.1021/acs.jmedchem.8b01201

upstream raw materials:

(2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxy-3-(4-methoxyphenyl)propanoic acid

(1R,3S,5S,8aS)-1,3-Bis-(4-methoxy-phenyl)-5-phenyl-tetrahydro-oxazolo[4,3-c][1,4]oxazin-8-one

4-methoxy-benzaldehyde

(1R,2R)-(-)-2-amino-1-(4-methoxyphenyl)propane-1,3-diol

Downstream raw materials:

(2S,3R)-2-(tert-butoxycarbonylamino)-3-hydroxy-3-(4-methoxyphenyl)propanoic acid

methyl trans-3-(4-methoxyphenyl)glycidate