2-amino-2-(3,5-dimethoxyphenyl)acetic Acid

Base Information

• Chemical Name: 2-amino-2-(3,5-dimethoxyphenyl)acetic Acid
• CAS No.: 116502-42-2
• Molecular Formula: C10H13 N O4
• Molecular Weight: 211.21
• DSSTox Substance ID: DTXSID10394568
• Mol file: 116502-42-2.mol

Synonyms:2-amino-2-(3,5-dimethoxyphenyl)acetic Acid;116502-42-2;AMINO-(3,5-DIMETHOXY-PHENYL)-ACETIC ACID;SCHEMBL3820173;DTXSID10394568;AKOS000212154;Amino-(3,5-Dimethoxyphenyl)acetic acid;EN300-1870360

Chemical Property of 2-amino-2-(3,5-dimethoxyphenyl)acetic Acid

Chemical Property:

• Vapor Pressure: 2.18E-06mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 378°C at 760 mmHg
• Flash Point: 182.4°C
• PSA: 81.78000
• Density: 1.247g/cm³
• LogP: 1.48850
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 211.08445790
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

Amino-(3,5-dimethoxy-phenyl)-aceticacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-amino-2-(3,5-dimethoxyphenyl)acetic Acid

There total 9 articles about 2-amino-2-(3,5-dimethoxyphenyl)acetic 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: 79.0%

3,5-dimethoxy-α-oxophenylacetic acid → 2-amino-2-(3,5-dimethoxyphenyl)acetic acid (116502-42-2)

Guidance literature:

With formic acid; C₂₆H₃₄ClIrN₄O; ammonium formate; In methanol; at 80 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b01565

Reference yield:

methyl 2-(3,5-dihydroxyphenyl)acetate (4724-10-1) → 2-amino-2-(3,5-dimethoxyphenyl)acetic acid (116502-42-2)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole / dimethylformamide

2: toluene / 80 °C

3: 1) lithium diisopropylamide (LDA), 2) trisyl azide

4: H₂ / Pd-C

5: 4) 105 deg C

With 1H-imidazole; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(00)78813-7

Reference yield:

2-(3,5-dihydroxyphenyl)acetic acid (4670-09-1) → 2-amino-2-(3,5-dimethoxyphenyl)acetic acid (116502-42-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) SOCl₂

2: imidazole / dimethylformamide

3: toluene / 80 °C

4: 1) lithium diisopropylamide (LDA), 2) trisyl azide

5: H₂ / Pd-C

6: 4) 105 deg C

With 1H-imidazole; thionyl chloride; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(00)78813-7

upstream raw materials:

diazomethane

Amino-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acetic acid tert-butyl ester

methyl 2-(3,5-dihydroxyphenyl)acetate

2-(3,5-dihydroxyphenyl)acetic acid

Refernces

• 1、 Stone, Martin J.,Maplestone, Rachael A.,Man, Shirley K. Rah,Williams, Dudney H.. "Synthesis of 3,5-dihydroxyphenylglycine derivatives and the C-terminal dipeptide of vancomycin". . p. 2663 - 2666. Retrieved 2007/10/02.