(S)-3-Amino-3-(3,5-dimethoxy-phenyl)-propionic acid

Base Information

• Chemical Name: (S)-3-Amino-3-(3,5-dimethoxy-phenyl)-propionic acid
• CAS No.: 744193-65-5
• Molecular Formula: C₁₁H₁₅NO₄
• Molecular Weight: 225.244
• DSSTox Substance ID: DTXSID30426850
• Mol file: 744193-65-5.mol

Synonyms:792183-19-8;(S)-3-Amino-3-(3,5-dimethoxy-phenyl)-propionic acid;(S)-3-Amino-3-(3,5-dimethoxyphenyl)propanoic acid;(3S)-3-AMINO-3-(3,5-DIMETHOXYPHENYL)PROPANOIC ACID;(R)-3-Amino-3-(3,5-dimethyl)-propionic acid;SCHEMBL12463680;DTXSID30426850;MFCD04113685;AKOS010393203;AG-G-95882;PS-12115;S-3-Amino-3-(3,5-dimethoxyphenyl)propionic acid;(S)-3-Amino-3-(3,5-dimethoxyphenyl)propanoicacid;(S)-3-AMINO-3-(3,5-DIMETHOXYPHENYL)PROPIONIC ACID

Chemical Property of (S)-3-Amino-3-(3,5-dimethoxy-phenyl)-propionic acid

Chemical Property:

• PSA: 81.78000
• LogP: 1.87860
• Storage Temp.: 2-8°C
• XLogP3: -2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 225.10010796
• Heavy Atom Count: 16
• Complexity: 222

Purity/Quality:

98%min ^*data from raw suppliers

(R)-3-Amino-3-(3,5-dimethoxyphenyl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-3-Amino-3-(3,5-dimethoxy-phenyl)-propionic acid

There total 10 articles about (S)-3-Amino-3-(3,5-dimethoxy-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: 95.0%

tert-butyl (R)-3-amino-3-(3,5-dimethoxyphenyl)propanoate (951174-40-6) → (R)-3-amino-3-(3,5-dimethoxyphenyl)propanoic acid (744193-65-5,792183-19-8)

Guidance literature:

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

DOI:10.1016/j.tetasy.2007.06.008

Reference yield:

tert-butyl (S)-3-amino-3-(3,5-dimethoxyphenyl)propanoate (951174-44-0) → (S)-3-amino-3-(3,5-dimethoxyphenyl)propanoic acid (744193-65-5,792183-19-8)

Guidance literature:

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

DOI:10.1016/j.tetasy.2007.06.008

Reference yield:

tert-butyl (3R,αS)-3-(N-benzyl-N-α-methylbenzylamino)-3-(3,5-dimethoxyphenyl)propanoate (951174-22-4) → (R)-3-amino-3-(3,5-dimethoxyphenyl)propanoic acid (744193-65-5,792183-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / H₂; acetic acid / Pd(OH)2/C / methanol; H₂O / 24 h / 20 °C / 760.05 Torr

2: 95 percent / trifluoroacetic acid / CH₂Cl₂ / 15 h / 20 °C

With hydrogen; acetic acid; trifluoroacetic acid; palladium dihydroxide; In methanol; dichloromethane; water;

DOI:10.1016/j.tetasy.2007.06.008

upstream raw materials:

malonic acid

3,5-dimethoxybenzaldehdye

tert-butyl (R)-3-amino-3-(3,5-dimethoxyphenyl)propanoate

tert-butyl (3R,αS)-3-(N-benzyl-N-α-methylbenzylamino)-3-(3,5-dimethoxyphenyl)propanoate