(3R)-3-amino-3-(4-methoxyphenyl)propanoic acid

Base Information

• Chemical Name: (3R)-3-amino-3-(4-methoxyphenyl)propanoic acid
• CAS No.: 131690-57-8
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2922500090
• DSSTox Substance ID: DTXSID60350614
• Nikkaji Number: J2.350.072H
• Mol file: 131690-57-8.mol

Synonyms:131690-57-8;(R)-3-amino-3-(4-methoxyphenyl)propanoic acid;(3R)-3-amino-3-(4-methoxyphenyl)propanoic acid;(r)-3-amino-3-(4-methoxy-phenyl)-propionic acid;(r)-3-(p-methoxyphenyl)-beta-alanine;(r)-3-amino-3-(4-methoxyphenyl)propionic acid;(R)-beta-(p-methoxyphenyl)alanine;h-d-beta-phe(4-ome)-oh;(R)-3-Amino-3-(4-methoxyphenyl)propanoicacid;h-phg(4-ome)-(c*ch2)oh;SCHEMBL5720961;(R)- -(p-Methoxyphenyl)alanine;DTXSID60350614;(r)-b-(p-methoxyphenyl)-b-alanine;BENZENEPROPANOIC ACID, BETA-AMINO-4-METHOXY-, (BETAR)-;MFCD01318245;AKOS010394312;AC-6598;AS-38046;CS-0113099;EN300-314341;r-3-amino-3-(4-methoxy-phenyl)-propionic acid;(r)-3-amino-3-(4-methoxy-phenyl)-propanoic acid;r-beta-amino-beta-(4-methoxyphenyl) propionic acid

Chemical Property of (3R)-3-amino-3-(4-methoxyphenyl)propanoic acid

Chemical Property:

• Vapor Pressure: 1.07E-05mmHg at 25°C
• Refractive Index: 1.558
• Boiling Point: 356.391 °C at 760 mmHg
• Flash Point: 169.339 °C
• PSA: 72.55000
• Density: 1.206 g/cm³
• LogP: 1.87000
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

98%min ^*data from raw suppliers

(R)-3-Amino-3-(4-methoxyphenyl)propionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(CC(=O)O)N
• Isomeric SMILES: COC1=CC=C(C=C1)[C@@H](CC(=O)O)N

Technology Process of (3R)-3-amino-3-(4-methoxyphenyl)propanoic acid

There total 20 articles about (3R)-3-amino-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: 99.0%

tert-butyl (3R)-3-amino-3-(4-methoxyphenyl)propanoate (873326-22-8) → (R)-β-amino-β-(4-methoxyphenyl)propionic acid (131690-57-8)

Guidance literature:

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

DOI:10.1016/j.tetasy.2007.06.008

Reference yield: 90.0%

(R)-3-(4-Methoxyphenyl)-N-(R)-α-methylbenzylisoxazolidin-5-one (135383-36-7) → (R)-β-amino-β-(4-methoxyphenyl)propionic acid (131690-57-8)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; at 70 ℃; for 4h; under 760 Torr;

Reference yield: 81.0%

(R)-2-tert-Butyl-6-(4-methoxy-phenyl)-tetrahydro-pyrimidin-4-one (134781-90-1) → (R)-β-amino-β-(4-methoxyphenyl)propionic acid (131690-57-8)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2.5h;

DOI:10.1021/jo00017a037

upstream raw materials:

(R)-3-(4-Methoxyphenyl)-N-(R)-α-methylbenzylisoxazolidin-5-one

(R)-2-tert-Butyl-6-(4-methoxy-phenyl)-tetrahydro-pyrimidin-4-one

β-(N-phenylacetylamino)-β-(4-methoxyphenyl)propionic acid

O-Methyltyrosine

Downstream raw materials:

C₂₅H₂₃NO₅

(E)-(2S,6R,8S)-8-<(tert-Butyldimethylsilyl)oxy>-2,4,6-trimethyl-4-nonenoyl-(S)-alanyl-N-methyl-2-bromo-(R)-tryptophanyl-O-methyl-(R)-β-tyrosine Methyl Ester

jaspamide Z₁

(R)-3-[(R)-2-[((S)-2-Amino-propionyl)-methyl-amino]-3-(2-bromo-1H-indol-3-yl)-propionylamino]-3-(4-methoxy-phenyl)-propionic acid methyl ester

Refernces

• 1、 Weise, Nicholas J.,Ahmed, Syed T.,Parmeggiani, Fabio,Turner, Nicholas J.. "Kinetic Resolution of Aromatic β-Amino Acids Using a Combination of Phenylalanine Ammonia Lyase and Aminomutase Biocatalysts". . p. 1570 - 1576. Retrieved 2017/05/05.
• 2、 Bea, Han-Seop,Park, Hye-Jeong,Lee, Sang-Hyeup,Yun, Hyungdon. "Kinetic resolution of aromatic β-amino acids by ω-transaminase". . p. 5894 - 5896. Retrieved 2011/06/23.