(R)-2-Amino-4-(4-methoxy-phenyl)-butyric acid

Base Information

• Chemical Name: (R)-2-Amino-4-(4-methoxy-phenyl)-butyric acid
• CAS No.: 82310-97-2
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.245
• Nikkaji Number: J1.315.949A
• Mol file: 82310-97-2.mol

Synonyms:82310-95-0;(R)-2-AMINO-4-(4-METHOXY-PHENYL)-BUTYRIC ACID;4-Methoxy-D-homophenylalanine;SCHEMBL6942606;MFCD01318094;AKOS027378186;O-Methyl-D-homotyrosine (H-D-hTyr(Me)-OH);F79864;(R)-2-AMINO-4-(4-METHOXYPHENYL)BUTANOIC ACID;(2R)-2-AMINO-4-(4-METHOXYPHENYL)BUTANOIC ACID;(R)-2-AMINO-4-(4-METHOXY-PHENYL)-BUTYRICACID;Benzenebutanoic acid,a-(acetylamino)-4-methoxy-,(R)-(9ci)

Chemical Property of (R)-2-Amino-4-(4-methoxy-phenyl)-butyric acid

Chemical Property:

• Melting Point: 261-263 °C(Solv: ethanol, 70% (64-17-5))
• Boiling Point: 366.5±37.0 °C(Predicted)
• PKA: 2.28±0.10(Predicted)
• PSA: 72.55000
• Density: 1.175±0.06 g/cm3(Predicted)
• LogP: 1.74000
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

H-D-HTyr(Me)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-Amino-4-(4-methoxy-phenyl)-butyric acid

There total 47 articles about (R)-2-Amino-4-(4-methoxy-phenyl)-butyric 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: 94.0%

(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-<2'-oxo-2'-(4-methoxyphenyl)ethyl>-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one (112741-55-6) → O-methyl-L-homotyrosine (82311-00-0,82310-97-2)

Guidance literature:

With hydrogen; palladium dichloride; In tetrahydrofuran; ethanol; for 24h; under 2068.6 Torr;

DOI:10.1021/ja00213a031

Reference yield: 90.0%

(αS,1S)-α-[N-(1-methyl)benzyl]-β-[4'-(methoxy)benzoyl]alanine (212010-24-7) → O-methyl-L-homotyrosine (82311-00-0,82310-97-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; sulfuric acid; at 50 ℃; for 24h;

DOI:10.1016/S0040-4039(98)02023-1

Reference yield: 84.0%

DL-2-acetamido-4-(p-methoxyohenyl)butanoic acid (82267-44-5) → DL-2-amino-4-(p-methoxyphenyl)butanoic acid (82267-46-7,82310-97-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 110 ℃; for 0.25h;

DOI:10.1246/bcsj.55.918

upstream raw materials:

3-(4-methoxyphenyl)propional

DL-2-acetamido-4-(p-methoxyohenyl)butanoic acid

4-methoxyphenethyl bromide

2-(4-Methoxyphenyl)ethanol

Downstream raw materials:

Boc-L-Ala-L-Hmb-L-Amb-OH

Refernces

• 1、 Do, Quang,Nguyen, Giang T.,Phillips, Robert S.. "Inhibition of tyrosine phenol-lyase by tyrosine homologues". . p. 2243 - 2251. Retrieved 2016/08/26.
• 2、 Jakubec, Pavol,Berkes, Dusan. "Crystallisation-induced asymmetric transformation (CIAT) for the synthesis of dipeptides containing homophenylalanine". . p. 2807 - 2815. Retrieved 2011/03/18.